Refereed Journal Publications & Reviews

2015

165. Atmuri, N. D. P., Lubell*, W. D. “Preparation of N-(Boc)-Allylglycine Methyl Ester Using a Zinc-Mediated, Palladium-Catalyzed Cross-Coupling Reaction.” Org. Synth. 2015, 92, 103–116.

164. Douchez; A.; Lubell, W.D. Chemoselective “Alkylation for Diversity-Oriented Synthesis of 1,3,4-Benzotriazepin-2-ones and Pyrrolo[1,2][1,3,4]benzotriazepin-6-ones, Potential Turn Surrogates” Org. Lett., 2015, 17 (24), 6046–6049.

163. Chingle; R.; Lubell, W.D. “Azopeptides: Synthesis and Pericyclic Chemistry” Org. Lett., 2015, 17 (21), 5400–5403.

162. Nadeau-Vallée M, Quiniou C, Palacios J, Hou X, Erfani A, Madaan A, Sanchez M, Leimert K, Boudreault A, Duhamel F, Rivera JC, Zhu T, Noueihed B, Robertson SA, Ni X, Olson DM, Lubell W, Girard S, Chemtob S. “Novel Noncompetitive IL-1 Receptor-Biased Ligand Prevents Infection- and Inflammation-Induced Preterm Birth.” J. Immunol. 2015, 195 (7), 3402-3415.

161. Dörr, A. A.; Lubell, W. D. “γ‑Turn Mimicry with Benzodiazepinones and 2 Pyrrolobenzodiazepinones Synthesized from a Common Amino 3 Ketone Intermediate” Org. Lett. 2015, 17 (14), 3592-3595.

160. Boukanoun M. K., Hou X., Nikolajev L., Ratni S., Olson D., Claing A., Laporte S. A., Chemtob S., Lubell W. D. "Investigation of the active turn geometry for the labour delaying activity of indolizidinone and azapeptide modulators of the prostaglandin F2α receptor" Org. Biomol. Chem. 2015, 13 (28), 7750-7761.

158. Dufour-Gallant, J.; Chatenet, D.; Lubell, W.D. “De Novo Conception of Small Molecule Modulators Based on Endogenous Peptide Ligands: Pyrrolodiazepin-2-one γ-Turn Mimics That Differentially Modulate Urotensin II Receptor-Mediated Vasoconstriction Ex Vivo.” J. Med. Chem. 2015, 58 (11), 4624-4637.

157. Doan, N.-D.; Lubell, W.D. "X-Ray structure analysis reveals β-turn mimicry by N-amino-imidazolidin-2-ones" Biopolymers, Peptide Science, 2015, 104 (5), 629-635.

156. Turcotte, S.; Lubell, W.D. "Crystal Structure Analyses of Azasulfuryltripeptides Reveal Potential for γ-Turn Mimicry" Biopolymers, Peptide Science, 2015, 104 (5), 622-628.

155. Atmuri, N. D. P.; Lubell, W.D. “Insight Into Transannular Cyclization Reactions To Synthesize Azabicyclo[X.Y.Z]alkanone Amino Acid Derivatives From 8-, 9- and 10-Member Macrocyclic Dipeptide Lactams” J. Org. Chem. 2015, 80, 4904-4918.

154. Crifar, C.; Dörr, A.A.; Lubell, W.D. “Copper-catalyzed cascade addition route to 2,3,4-trisubstituted quinoline derivatives” Tetrahedron Lett., 2015, 56 (23), 3451–3453.

153. Doan, N.-D.; Zhang, J.; Traoré, M.; Kamdem, W.; Lubell, W. D. “Solid-phase synthesis of C-terminal azapeptides” J. Peptide Sci. 2015, 21 (5), 387-391.

2014

 

152. Bourguet, C.B.; Claing, A.; Laporte, S.; Hébert, T.E.; Chemtob, S.; Lubell, W.D. "Synthesis of azabicycloalkanone amino acid and aza-peptide mimics, and their application as modulators of the prostaglandin-F2α receptor for delaying preterm birth" Can. J. Chem., 2014, 92 (11), 1031-1040. https://doi.org/10.1139/cjc-2014-0289

 

151. Traoré, M.; Doan, N.-D.; Lubell, W. D. "Diversity-Oriented Synthesis of Azapeptides with Basic Amino Acid Residues: Aza-Lysine, Aza-Ornithine and Aza-Arginine" Org. Lett., 2014, 16 (13), 3588–3591. DOI: 10.1021/ol501586y

 

150. Bourguet, C. B.; Boulay, P.-L.; Claing, A.; Lubell, W. D. “Design and synthesis of novel azapeptide activators of apoptosis mediated by caspase-9 in cancer cells" Bioorg. Med. Chem. Lett. 2014, 24 (15), 3361–3365. https://doi.org/10.1016/j.bmcl.2014.05.095

 

149. Doan, N.-D.; Hopewell, R.; Lubell, W. D. “N-Aminoimidazolidin-2-one Peptidomimetics” Org. Lett., 2014, 16 (8), 2232–2235.

DOI: 10.1021/ol500739k

 

148. Zhang, J.; Proulx, C.; Tomberg, A.; Lubell, W.D. “Multicomponent Diversity-Oriented Synthesis of Aza-Lysine-Peptide Mimics” Org. Lett., 2014, 16 (8), 298–301. DOI: 10.1021/ol403297v

 

147. Dörr, A. A.; Lubell, W.D. “Aminophenylpyrrole synthesis and application to pyrrolo[1,2-c]quinazolinone synthesis” Heterocycles 2014, 88 (2), 1149-1161, Victor Snieckus's Special Issue. DOI: 10.3987/COM-13-S(S)73

 

146. Proulx, C.; Lubell, W. D., “Analysis of N-amino-imidazolin-2-one peptide turn mimic 4-position substituent effects on conformation by X-ray crystallography.” Biopolymers, Peptide Science, 2014, 102 (1), 7-15. DOI: 10.1002/bip.22327

 

145. Saroukou, M.S.M.; Skalski, T.; Skene, W. G.; Lubell, W. D. “Conjugated C3 symmetric aryl tripyrroles and aryl bipyrroles:  synthesis, optical and electronic properties” Tetrahedron 2014, 70, 450–458. https://doi.org/10.1016/j.tet.2013.11.043

 

144. Khashper, A.; Lubell, W. D. “Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics” Org. Biomol. Chem. 2014, 12, 5052-5070. DOI: 10.1039/C4OB00777H

 

2013

 

143. Bouayad-Gervais, S. H.; Lubell, W. D. “Examination of the Potential for Adaptive Chirality of the Nitrogen Chiral Center in Aza-Aspartame” Molecules 2013, 18, 14739-14746. doi:10.3390/molecules181214739

 

142. Garcia-Ramos, Y.; Lubell, W., D. “Synthesis and alkylation of aza-glycinyl dipeptide building blocks” J. Peptide Sci. 2013, 19 (12), 725-729.

DOI: 10.1002/psc.2572

 

141. Rivera, J.-C.; Sitaras, N.; Noueihed, B.; Hamel, D.; Madaan, A.; Zhou, T.; Honoré, J.-C.; Quiniou, C.; Joyal, J.-S.; Hardy, P.; Sennlaub, F.; Lubell, W.; Chemtob, S. “Microglia and IL-1β in ishchemic retinopathy elicit microvascular degeneration through neuronal semaphoring 3A” Arteriosclerosis, Thrombosis, and Vascular Biology, 2013, 33, 1881-1891. https://doi.org/10.1161/ATVBAHA.113.301331

 

140. Leduc M, Hou X, Hamel D, Sanchez M, Honoré J-C, Lubell W, Varma DR, Mancini J, Peri KG, Heveker N, Chemtob S. “Restoration of renal function by a novel prostaglandin EP4 receptor-derived peptide in models of acute renal failure.” Am. J. Physiol. Regul. Integr. Comp. Physiol. 304:R10-R22, 2013doi:  10.1152/ajpregu.00138.2012

 

139. Jamieson, A. G.; Sabatino, D.; Boutard, N.;  Lubell, W. D. “Peptide Scanning for Studying Structure-Activity Relationships in Drug Discovery” Chem. Bio. Drug Design 2013, 81, 148-165. DOI: 10.1111/cbdd.12042

 

2012

 

138. Garcia-Ramos, Y.; Proulx, C.; Lubell, W., D. “Synthesis of hydrazine and azapeptide derivatives by alkylation of carbazates and semicarbazones” Can. J. Chem., 2012, 90, 985-993. https://doi.org/10.1139/v2012-070

 

137. Proulx, C.; Lubell, W., D. “N-Amino-imidazolin-2-one Peptide Mimic Synthesis and Conformational Analysis” Org. Lett., 2012, 14, 4552–4555.  DOI: 10.1021/ol302021n

 

136. Quiniou C, Goupil E, Lubell W, Laporte S, Chemtob S. “Découver te de modulateurs allostériques  peptidiques de récepteurs  transmembranaires: focus sur la sélectivité fonctionnelle” Médecine Sci. Am. 1:123-138, 2012. http://s3.amazonaws.com/msamerique/documents/52/original/MSA2012-07%20.pdf?1342038798

 

135. Proulx, C.; Picard, E.; Boeglin, B.; Pohankova,  P.; Chemtob,  S.; Ong,  H.; Lubell,  W.,  D. “Azapeptide Analogues of GHRP-6 as Cluster of Differentiation 36 Receptor Ligands with Reduced Affinity for the Growth Hormone Secretagogue Receptor 1a.” J. Med. Chem. 2012, 55, 6502–6511. DOI: 10.1021/jm300557t

 

134. Dörr, A. A.; Lubell, W.D. “Synthesis of Protected 2-Pyrrolylalanine for Peptide Chemistry and Examination of Its Influence on Prolyl Amide Isomer Equilibrium” J. Org. Chem. 2012, 77, 6414–6422.  DOI: 10.1021/jo3005809

 

133. Spiegel, J.; Mas-Moruno, C.; Kessler, H.; Lubell, W.D. "Cyclic aza-peptide integrin ligand synthesis and biological activity" J. Org. Chem. 2012, 77, 5271–5278.  DOI: 10.1021/jo300311q

 

132. Gnaccarini, C.; Ben-Tahar, W.; Mulani, A.; Roy, I.; Lubell, W.D.; Pelletier, J.N.; Keillor, J.W. "Site-specific protein propargylation using tissue transglutaminase" Org. Biomol. Chem., 2012, 10, 5258-5265. http://dx.doi.org/10.1039/C2OB25752A

 

131. Turcotte, S.; Bouayad-Gervais, S.H.; Lubell, W.D. “N-Aminosulfamide Peptide Mimic Synthesis by Alkylation of Aza-sulfurylglycinyl Peptides” Org. Lett. 2012, 14, 1318–1321. DOI: 10.1021/ol3001987

 

2011

 

130. Tshibaka, T.; Bishop, S.; Roche, I.U.; Dufresne, S.; Lubell, W.D.; Skene, W.G. “Conjugated 4-methoxybipyrrole thiophene azomethines: synthesis, opto-electronic properties and crystallographic characterization” Chem. Eur. J. 2011, 17, 10879 – 10888.

 

129. Bourguet, C.; Goupil, E.; Tassy, D.; Hou, W.; Thouin, E.; Polyak, F.; Hebert, T. E.; Claing, A.; Laporte, S. A. ; Chemtob, S.; Lubell, W. D. "Targeting the Prostaglandin F2α Receptor for Preventing Preterm Labor with Azapeptide Tocolytics" J. Med. Chem. 2011, 54, 6085–6097.

 

128. Sabatino, D., Proulx, C., Pohankova, P., Ong, H., Lubell, W.D.  “Structure-Activity Relationships of GHRP-6 Azapeptide Ligands of the CD36 Scavenger Receptor by Solid-Phase Submonomer Azapeptide Synthesis ” J. Am. Chem. Soc. 2011, 133, 12493–12506.

 

127. Godina, T. A.; Lubell, W. D. “Mimics of Peptide Turn Backbone and Side-Chain Geometry by a General Approach for Modifying Azabicyclo[5.3.0]alkanone Amino Acids” J. Org. Chem. 2011, 76, 5846–5849.

       

126. Bolduc, O. R.; Lambert-Lanteigne, P.; Colin, D. Y.; Zhao, S.S; Proulx, C.; Boeglin, D.; Lubell, W. D.; Pelletier, J. N.; Féthière, J.; Ong, H.; Masson, J.-F. “Modified peptide monolayer binding His-tagged biomolecules for small ligand screening with SPR biosensors” Analyst, 2011 136, 3142-3148.

 

125. Boutard, N.; Dufour-Gallant, J.; Deaudelin, P.; Lubell, W.D. “Pyrrolo[3,2-e][1,4]diazepin-2-one Synthesis: A Head-to-Head Comparison of Soluble versus Insoluble Supports” J. Org. Chem. 2011, 76, 4533–4545.

 

124. Proulx, C.; Sabatino, D.; Hopewell, R.; Spiegel, J.; García-Ramos, Y.; Lubell, W.D. “Azapeptides and their therapeutic potential: current issues and new possibilities” Future Med. Chem. 2011, 1139–1164. doi: 10.4155/fmc.11.74

 

123. Boutard, N.; Turcotte, S.; Beauregard, K.; Quiniou, C.; Chemtob, S. Lubell, W.D. “Examination of the Active Secondary Structure of the Peptide APG-101.10, an Allosteric Modulator of the Interleukin-1 Receptor, by Positional Scanning Using b-Amino g-Lactams” J. Peptide Sci. 2011, 17, 288–296.

 

122. Dörr, A. A.; Lubell, W. D. “Synthesis and peptide coupling of protected 2-pyrrolylalanine” Tetrahedron Letters 2011, 52, 2159-2161.

 

2010

 

121. Picard, E.; Houssier, M.; Bujold, K.; Sapieha, P.; Lubell, W.; Dorfman, A.; Racine, J.; Hardy, P.; Febbraio, M.; Lachapelle, P.; Ong, H.; Sennlaub, F.; Chemtob, S. “CD36 plays an important role in the clearance of oxLDL and associated age-dependent sub-retinal deposit.” Aging 2010, 12, 981-9.

 

120. St-Cyr, D. J.; Maris, T.; Lubell, W. D. “Conformational analysis of hydroxylactam dipeptides as constrained Ser/Thr peptide mimics.” Heterocycles 2010, 82, 729-737.

 

119. Proulx, C.; Lubell, W. D. “Aza-1,2,3-triazole-3-alanine Synthesis via Copper-catalyzed 1,3-Dipolar Cycloaddition on Aza-progargylglycine” J. Org. Chem. 2010, 75, 5385-5387.

 

118. Proulx, C.; Lubell, W. D.  "Copper-Catalyzed N-Arylation of Semicarbazones for the Synthesis of Aza-arylglycine-Containing Aza-Peptides" Org. Lett. 2010, 12, 2916-2919.

 

117. Kassem, T.; Zhu, X.X.; Lubell, W.D. “Poly(vinyl alcohol)-graft-poly(ethylene glycol)-supported hydroxyproline catalysis of stereoselective aldol reactions" Macromol. Symp. 2010, 297, 101-107.

 

116. Goupil, E.; Tassy, D.; Bourguet, C.; Quiniou, C.; Wisehart, V.; Pétrin, D.; Le Gouill, C.; Devost, D.; Zingg, H. H.; Bouvier, M.; Saragovi, H. U.; Chemtob, S.; Lubell, W. D.; Claing, A.; Hebert, T. E.; Laporte, S. A. “­A novel biased allosteric compound inhibitor of parturition, selectively impedes the PGF2a-mediated Rho/Rock signaling pathway” J. Biol. Chem. 2010, 285, 25624-25636.

 

115. Bourguet, C.B.; Sabatino, D.; Proulx, C.; Klocek, S.; Lubell, W.D. " Solution-phase sub-monomer diversification of aza-dipeptide building blocks and their application in aza-peptide and aza-diketopiperazine synthesis.” J. Peptide Sci. 2010, 16, 284-296.

 

114. St.-Cyr, D.; Jamieson, A. G.; Lubell, W.D. "α-Amino-β-hydroxy-γ-lactams, constrained serine and threonine dipeptide mimics" Org. Lett. 2010, 12 (8), 1652–1655.

 

113. Tong, W.; Gagnon, M.; Sprules, T.; Gilbert, M.; Chowdhury, S.; Meerovitch, K.; Hansford, K.; Purisima, E. O.; Blankenship, J. W.; Cheung, N.-K. V.; Gehring, K.; Lubell, W. D.; Saragovi, H. U.; "Small Molecule Ligands of GD2 Ganglioside, Designed from NMR Studies, Exhibit Induced-Fit Binding and Bioactivity." Chemistry & Biology, 2010, 17 (2), 183-194.

 

112. Ronga, L.; Jamieson, A. G.; Beauregard, K.; Quiniou, C.; Chemtob, S.; Lubell, W.D. "Insertion of Multiple alpha-Amino gamma-Lactam (Agl) Residues into a Peptide Sequence By Solid-Phase Synthesis on SynPhase Lanterns” Biopolymers, Peptide Science 2010, 94 (2), 183 - 191.

 

111. Boutard, N.; Jamieson, A. G.; Ong, H.; Lubell, W.D. "Structure-Activity Analysis of the Growth Hormone Secretagogue GHRP-6 by α− and β−Amino γ−Lactam Positional Scanning" Chemical Biology and Drug Design 2010, 75 (1), 40-50.

 

2009

 

110. Tshibaka, T.; Roche Ulliel, I.; Dufresne, S.; Lubell, W. D.; Skene, W. G. "Unsymmetric Electronic Push-Pull Bipyrroles – Synthesis, Spectroelectrochemical, and Photophysical Investigation" J. Org. Chem. 2009, 74 (24), 9497–9500.

 

109. Sabatino, D.; Proulx, C.; Klocek, S.; Bourguet, C.B.; Boeglin, D. Ong, H.; Lubell, W.D. “Side-Chain Diversity by Submonomer Solid-Phase Synthesis of Aza-Peptides” Org. Lett. 2009, 11, 3650-3653.

 

108. Gnaccarini, C.; Ben-Tahar, W.; Pelletier, J.; Lubell, W.D.; Keillor, J.W. “Fluorometric Assay for Transglutaminase-Mediated Transamidation Activity” Bioorg. Med. Chem. 2009, 17, 6354-6359.

 

107. Rihakova, L.; Quiniou, C.; Hamdan, F.; Kaul, R.; Brault, S.; Hou, X.; Lahaie, I.; Sapieha, P.; Gobeil F Jr.; Hardy, P.; Bouvier, M.; Saragovi, H.; Varma, D. R.; Heveker, N.; Guillon, G.; Lubell, W.D.; Chemtob, S. “VRQ397 (CRAVKY): a novel non-competitive V2 receptor antagonist” Am. J. Physiol. Regulatory Integrative Comp. Physiol., Oct 2009; 297: R1009 - R1018.

 

106. Kassem, T.; Sabatino, D.; Jia, X.; Zhu, X.X.; Lubell, W.D. “To Rink or not to Rink amide link, that is the question to address for more economical and environmentally sound solid-phase peptide synthesis” Int. J. Peptide Res. Therapeutics 2009, 15, 211–218.

 

105. Jamieson, A. G.; Boutard, N.; Beauregard, K.; Bodas, M.B; Ong, H.; Quiniou, C.; Chemtob, S.; Lubell, W.D. “Positional Scanning for Peptide Secondary Structure by Systematic Solid-Phase Synthesis of Amino-Lactam Peptides” J. Am. Chem. Soc. 2009, 131, 7917–7927.

 

104. Fridkin, G.; Boutard, N.; Lubell, W.D. “β,β-Disubstituted C- and N-vinylindoles from one-step condensations of aldehydes and indole derivatives”. J. Org. Chem. 2009, 74, 5603–5606.

 

103. Pardin, C.; Roy, I.; Chica, R. A.; Bonneil, E.; Thibault, P.; Pelletier, J. N.; Keillor, J. W.; Lubell, W. D. “Photolabeling of Tissue Transglutaminase Reveals Binding Mode of Potent Cinnamoyl Inhibitors” Biochemistry, 2009, 48 (15), 3346–3353.

 

2008

 

102. Quiniou, C.; Kooli, E.; Joyal, J-S.;Sapieha, P.; Sennlaub, F.; Lahaie, I.;  Zhuo, S.; Hou, X.; Hardy, P.; Lubell, W.; Chemtob, S. “Interleukin-1 and Ischemic Brain Injury in the Newborn: Development of a Small Molecule Inhibitor of IL-1 Receptor” Semin. Perinatol. 2008, 32, 325-333.

 

101. Bourguet, C. B.; Sabatino, D.; Lubell, W. D. “Benzophenone semicarbazone protection strategy for synthesis of aza-glycine containing aza-peptides” Biopolymers, Peptide Science 2008, 90, 824-831.

 

100. Pardin, C.; Roy, I.; Keillor, J. W.; Lubell, W. “Reversible and competitive cinnamoyl triazole inhibitors of tissue transglutaminase” Chemical Biology and Drug Design 2008, 72, 189-196.

 

99. Iden, H. S.; Lubell, W. D. “1,3,5-Tri- and 1,3,4,5-Tetra-substituted 1,4-Diazepin-2-one Solid-Phase Synthesis”, J. Comb. Chem. 2008, 10, 691-699.

 

98. Deaudelin, P.; Lubell, W.D. “Diastereoselective Pictet-Spengler approach for the synthesis of pyrrolo[3,2-e][1,4]-diazepin-2-one peptide turn mimics” Org. Lett. 2008, 10, 2841-2844.

 

97. Galaud, F., Blankenship, J.W.; Lubell, W.D. “Crystal Structure Analyses and Reactivity of N-Alkyl and N-Acyl-Dioxathiazinanes” Heterocycles 2008, 76, 1121-1131.

 

96. Quiniou, C.; Lahaie, I.; Hou, X.; Brault, S.; Beauchamp, M.; Leduc, M.; Heveker, N.; Lubell, W. D.; Sennlaub, F.; Phezhetsky, A,; Chemtob, S. “Characterization of a novel allosteric antagonist of Interleukin-1 receptor: 101.10” The Journal of Immunology, 2008, 180, 6977-6987.

 

95. Pardin, C.; Chica, R. A.; Pelletier, J. N.; Keillor, J. W.; Lubell, W. D. “Cinnamoyl inhibitors of tissue transglutaminase” J. Org. Chem. 2008, 73, 5766-5775.

 

94. Keillor, J. W.; Chica, R. A.; Chabot, N.; Vinci, V.; Pardin, C.; Fortin, E.; Gillet, S.M.F.G.; Nakano, Y.; Kaartinen, M. T.; Pelletier, J. N.; Lubell, W. D. “The bioorganic chemistry of transglutaminase – from mechanism to inhibition and engineering” Can. J. Chem. 2008, 86, 271-276.

 

93. Fridkin, G.; Lubell, W.D. “2-Vinylpyrroles and pyrrolo[3,2-d]pyrimidines from direct addition of aldehydes to 4-amino-pyrrole-2-carboxylate derivatives.” Org. Lett. 2008, 10 (5), 849-852.

 

92. Jolicoeur, B.; Lubell, W.D. “Prodigiosin Synthesis with Electron Rich 2,2’-Bipyrroles" Can. J. Chem. 2008, 86, 213-218.

 

2007

 

91. Dörr, A.; Lubell, W.D. “Homoallylic Ketones and Pyrroles by way of Copper-Catalyzed Cascade Additions of Alkyl-Substituted Vinyl Grignard Reagents to Esters” Can. J. Chem. 2007, 85, 1006-1017.

 

90. Iden, H. S.; Lubell, W.D. “1,3,5-Trisubstituted 1,4-Diazepin-2-ones” J. Org. Chem. 2007, 72, 8980-8983.

 

89. Luo, J.; Pardin, C.; Zhu, X.X.; Lubell, W.D. “Preparation, Characterization and Application of Poly(viny alcohol)–graft-Poly(ethylene glycol) Resins: Novel Polymer Matrices for Solid Phase Synthesis” J. Comb. Chem. 2007, 9, 582-591.

 

88. Lama, T.; Seaman, S. E.; Genest, N.; Lubell, W.D. “Importance of the Central Amide in Beta-Turns, Synthesis of Pro-Aib Hydroxyethylene Isosteres and Analysis in Model Beta-Turn Peptides” International Journal of Peptide Research and Therapeutics 2007, 13, 355-366.

 

87. Luo, J.; Pardin, C.; Zhu, X.X.; Lubell, W.D. “Poly(vinyl alcohol)–graft-Poly(ethylene glycol) Resins and their use in Solid-Phase Synthesis and Supported TEMPO Catalysis” Chem. Commun. 2007, 22, 2136-2138.

 

86. Dörr, A.; Lubell, W.D. “Synthesis of a new p-Defficient Phenylalanine Derivative from a Common 1,4-Diketone Intermediate and Study of the Influence of Aromatic Density on Prolyl Amide Isomer Population” Biopolymers, Peptide Science 2007, 88, 290-299.

 

85. Rao, M.H.V.R.; Pinyol, E.O.; Lubell, W.D. “Rigid Dipeptide Mimetics: Synthesis of Enantiopure C6-Functionalized Pyrrolizidinone Amino Acids”, J. Org. Chem. 2007, 72, 736-743.

 

84. Boeglin, D.; Hamdan, F.F.; Melendez, R.E.; Cluzeau, J.; Laperriere, A.; Bouvier, M.; Lubell, W.D. "CGRP Analogs with Aza- and Indolizidione Amino Acid Residues Reveal Conformational Requirements for Antagonist Activity at the Human Calcitonin Gene-Related Peptide 1 Receptor", J. Med. Chem. 2007, 50, 1401-1408.

 

2006

 

83. Jolicoeur, B.; Lubell, W.D. "4-Alkoxy and 4-Amino 2,2’-Bipyrrole Synthesis" Org. Lett. 2006, 8, 6107-6110.

 

82. Iden, H. S.; Lubell, W.D. “1,4-Diazepinone and Pyrrolodiazepinone Syntheses via Homoallylic Ketones from Cascade Addition of Vinyl Grignard Reagent to α-Aminoacyl-β-amino Esters” Org. Lett. 2006, 8, 3425-3428.

 

81. Boeglin, D.; Xiang, Z.; Sorenson, N.B.; Wood, M.S.; Haskell-Luevano, C.; Lubell, W.D. “Aza-scan of the Potent Melanocortin Receptor Agonist Ac-His-d-Phe-Arg-Trp-NH2” Chem. Biol. Drug Des. 2006, 67, 275–283.

 

80. Surprenant, S.; Lubell, W. D. “From Macrocycle Dipeptide Lactams To Azabicyclo[X.Y.0]alkanone Amino Acids: A Transannular Cyclization Route for Peptide Mimic Synthesis” Org. Lett. 2006, 8, 2851-2854.

 

79. Surprenant, S.; Lubell, W. D. “9-(4-Bromophenyl)-9-fluorenyl as a Safety-Catch Nitrogen Protecting Group” J. Org. Chem. 2006, 71 (2), 848-851.

 

78. Brouillette, Y.; Rombouts, F. J. R.; Lubell, W. D. "Solid-Phase Synthesis of 3-Aminopyrrole-2,5-dicarboxylate Analogs" J. Comb. Chem. 2006, 8 (1), 117-126.

 

77. B. Jolicoeur, E. E. Chapman, A. Thompson, and W. D. Lubell “Pyrrole Protection” Tetrahedron 2006, 62, 11531-11563.

 

2005

 

76. Hansford, K. A.; Guarin, S. A. P., Skene, W. G.; Lubell, W. D. "Bis(pyrrol-2-yl)arylenes from the Tandem Bi-directional Addition of Vinyl Grignard Reagent to Aryldiesters" J. Org. Chem. 2005, 70, 7996-8000.

 

75. Boeglin, D.; Lubell, W. D. "Aza-Amino Acid Scanning of Secondary Structure Suited for Solid-Phase Peptide Synthesis with Fmoc Chemistry and Aza-Amino Acids with Heteroatomic Side-Chains"  J. Comb. Chem. 2005, 7 (6), 864-878.

 

74. Fridkin, G.; Lubell, W. D. "Deazapurine solid-phase synthesis: Combinatorial synthesis of a library of N3, N5, C6 trisubstituted pyrrolo[3,2-d]pyrimidine derivatives on cross-linked polystyrene bearing a cysteamine linker" J. Comb. Chem. 2005, 7 (6), 977-986.

 

73. Rombouts, F. J. R.; Fridkin, G.; Lubell, W. D. "Deazapurine solid-phase synthesis: construction of 3-substituted pyrrolo[3,2-d]pyrimidine-6-carboxylates on cross-linked polystyrene bearing a cysteamine linker" J. Comb. Chem. 2005, 7, 589-598.

 

72. Kaul, R.; Surprenant, S. Lubell, W. D. "Systematic Study of the Synthesis of Macrocyclic Dipeptide Beta-Turn Mimics Possessing 8-, 9- and 10- Membered Rings by Ring Closing Metathesis" J. Org. Chem. 2005, 70, 3838-3844 and addition/correction 2005; 70 (12), 4901-4902.

 

71. Galaud, F.; Lubell, W. D. "Homoserine-Derived Cyclic Sulfamidate as Chiral Educt for The Diversity Oriented Synthesis of Lactam-Bridged Dipeptides" Biopolymers, Peptide Science, 2005, 80, 665-674.

 

70. Sajjadi, Z.; Lubell, W. D. "Amino Acid-Azetidine Chimeras: Synthesis of Enantiopure 3-Substituted Azetidine-2-carboxylic Acids" J. Peptide Res. 2005, 63, 298-310.

 

69. Dettwiler, J. E.; Lubell, W. D. "Synthesis and Application of L-N-Boc-N-methyl-beta-hydroxyvaline in the Preparation of a Depsipeptide" Can. J. Chem. 2005, 83, 793–800.

 

68. Bélec, L.; Blankenship, J.W.; Lubell, W. D. “Examination of Structural Characteristics of the Potent Oxytocin Antagonists [dPen1,Pen6]-OT and [dPen1,Pen6,5-tBuPro7]-OT by NMR, Raman, CD Spectroscopy and Molecular Modeling" J. Peptide Sci. 2005, 11, 365-378.

 

67. Cluzeau, J.; Lubell, W. D. "Design, Synthesis and Application of Azabicyclo[X.Y.0] alkanone Amino Acids as Constrained Dipeptide Surrogates and peptide mimics" Biopolymers, Peptide Science, 2005, 80, 98-150.

 

2004

 

66. Jeannotte, G. Lubell, W. D. "Large Structural Modification with Conserved Conformation; Analysis of delta-3-Fused Aryl Prolines in Model beta-Turns" J. Am. Chem. Soc. 2004, 126, 14334-14335.

 

65. Hansford, K. A.; Zanzarova, V.; Dörr, A.; Lubell, W. D. "Three-Step Solution Phase Combinatorial Access to 1,2-Di- and 1,2,5-Trisubstituted Pyrroles from Carboxylic Esters". J. Comb. Chem. 2004, 6, 893-898.

 

64. Gingras, K., Avedissian, H., Thouin, E., Boulangera, V.; Essagiana, C.; McKerracher, L.; Lubell, W. D."Synthesis and evaluation of 4-(1-aminoalkyl)-N-(4-pyridyl)cyclohexanecarboxamides as Rho kinase inhibitors and neurite outgrowth promoters" Bioorg. Med. Chem. Lett. 2004, 14, 4931-4934.

 

63. Jeannotte, G. Lubell, W. D. "Synthesis of Fused Heteroarylprolines and Pyrrolopyrroles" J. Org. Chem. 2004, 69, 4656-4662.

 

62. Kaul, R.; Brouillette, Y.; Sajjadi, Z.; Hansford, K. A.; Lubell, W. D. "Selective tert-Butyl Ester Deprotection in the Presence of Acid Labile Protecting Groups with Use of ZnBr2". J. Org. Chem. 2004, 69, 6131-6133.

 

61. Melendez, R. E.; Lubell, W. D. "Aza-Amino Acid Scan for Rapid Identification of Secondary Structure Based on the Application of N-Boc-Aza1-Dipeptides in Peptide Synthesis" J. Am. Chem. Soc. 2004, 126, 6759-6764.

 

60. Van Cauwenberghe, S.; Simonin, F.; Cluzeau, J.;  Becker, J. A. J.; Lubell, W.D.; Tourwé, D. “Structure-Activity Study of the ORL1 Antagonist Ac-Arg-D-Cha-Qaa-D-Arg-D-pClPhe-NH2“ J. Med. Chem. 2004, 47, 1864-1867.

 

59. Dettwiler, J. E.; Lubell, W. D. "Diversity-oriented synthesis of enantiopure N-protected β,β-dialkylserines" Can. J. Chem. 2004, 82, 318-324.

 

58. Cluzeau, J.; Lubell, W. D. "Conformationally Constrained Dipeptide Surrogates with Aromatic Side-Chains: Synthesis of 4-Aryl Indolizidin-9-one Amino Acids by Conjugate Addition to a Common a,w-Diaminoazelate Enone Intermediate" J. Org. Chem. 2004, 69, 1504-1512.

 

2003

 

57. Hansford, K.; Dettwiler, J. E.; Lubell, W. D. "One-pot synthesis of homoallylic ketones from the addition of vinyl Grignard reagent to carboxylic esters" Org. Lett. 2003, 5, 4887-4890.

 

56. Dietrich,E.; Lubell,W.D. "Efficient synthesis of Enantiopure pyrrolizidinone amino acid" J. Org. Chem. 2003, 68, 6988-6996.

 

55. Marcotte, F.-A.; Rombouts, F.; Lubell, W. D. "Diversity Oriented Synthesis of Functionalized Pyrrolo[3,2-d]pyrimidines...". J. Org. Chem. 2003, 68, 6984-6987.

 

54. Dettwiler, J. E.; Lubell, W. D. "Serine as Chiral Educt for the Practical Synthesis of Enantiopure N-Protected b-Hydroxyvaline" J. Org. Chem. 2003, 68, 177-179.

 

53. Melendez, R. E.; Lubell, W.D. "Sulfamidites and Sulfamidates" Tetrahedron 2003, 59, 2581-2616.

 

2002

 

52. Peri, K.G.; Quiniou, C.; Hou, X.; Abran, D.; Varma, D.R.; Lubell, W. D.; Chemtob, S. "THG113: a novel selective FP antagonist which delays preterm labor"  Seminars in Perinatology 2002, 26, 389-397.

51. Halab, L.; Becker, J. A. J.; Darula, Z.; Tourwe, D.; Kieffer, B. L.; Simonin, F.; Lubell, W. D. "Probing Opioid Receptor Interactions with Azacycloalkane Amino Acids.  Synthesis of a Potent and Selective ORL1 Antagonist" J. Med. Chem. 2002, 45, 5353-5357.

 

50. Roy, S.; Lombart,  H.-G.; Hancock, R.E.W.; Farmer, S.W.; Lubell, W.D. "Exploring Relationships Between Mimic Configuration, Peptide Conformation and Biological Activity in Indolizidin-2-one Amino Acid Analogs of Gramicidin S" J. Peptide Res. 2002, 60, 198-214.

 

49. Cluzeau, J.; Lubell, W. D. "Remarkable Asymmetric Induction from Remote Stereocenters in Conjugate Addition Chemistry for the Synthesis of Alkyl-Branched a,w-Diaminoazelates" Israel J. Chem. 2002, 41, 271-281.

 

48. Marcotte, F.-A.; Lubell, W. D. "An effective new synthesis of 4-aminopyrrole-2-carboxylates" Org. Lett. 2002, 4, 2601-2603.

 

47. Miranda, L. P.; Lubell, W. D.; Halkes, K. M.; Groth, T.; Grøtli, M.; Rademan, J.; Gotfredsen, C. H.; Meldal, M. "SPOCC 194, a New High Functional Group Density PEG-Based Resin for Solid-Phase Organic Synthesis" J. Combi. Chem. 2002, 4, 523-529.

 

46. Halab, L.; Lubell, W. D. "Effect of Sequence on Peptide Geometry in 5-tert-Butylproline Type VI b-Turn Mimics." J. Am. Chem. Soc. 2002, 124, 2474-2484.

 

45. Dergham, P.; Ellezam, B.; Avedissian, H.; Essagian, C.; Lubell, W. D.; Mckerracher, L. "Rho signaling pathway targeted for spinal cord repair" J. Neurosci. 2002, 22, 6570-6577.

 

2001

 

44. Atfani, M.; Wei, L.; Lubell, W. D. "N-(9-(9-Phenylfluorenyl))Homoserine-derived Cyclic Sulfamidates: Novel Configurationally Stable Chiral Educts for the Synthesis of Enantiopure gamma-Substituted alpha-Amino Acids" Org. Lett. 2001, 3, 2965-2968.

 

43. Bélec, L.; Maletinska, L.; Slaninova, J.; Lubell, W. D. "The Influence of Steric Interactions on the Conformation and Biology Oxytocin.  Synthesis and Analysis of Penicilamine6-5-tert-Butylproline7-Oxytocin Analogues" J. Peptide Res. 2001, 58, 263-273.

 

42. Halab, L.; Bélec, L.; Lubell, W. D. "Improved Synthesis of (2S, 5S)-trans-5-tert-Butylproline" Symposia-in-Print on Asymmetric Synthesis of Amino Acids. Tetrahedron 2001, 57, 6439-6446.

 

*41. Polyak, F.; Lubell, W. D. "Mimicry of Peptide Back-Bone Geometry and Heteroatomic Side-Chain Functionality: Synthesis of Enantiopure Indolizidin-2-one Amino Acids Possessing Alcohol, Acid and Amine Functional Groups." J. Org. Chem. 2001, 66, 1171-1180.

 

40. Feng, Z.; Lubell, W. D. "Mimicry of Peptide Back-Bone Geometry and Heteroatomic Side-Chain Functionality: Synthesis of 7-[3-Azidopropyl]indolizidin-2-one Amino Acid as a Constrained Ala-Lys Dipeptide Surrogate" J. Org. Chem. 2001, 66, 1181-1185.

 

39. Wei, L.; Lubell, W. D. "Scope and Limitations of N-(9-(9-Phenylfluorenyl))Serine-Derived Cyclic Sulfamidates in the Synthesis of Amino Acids" Can. J. Chem. 2001, 79, 94-104.

 

38. Grøtli, M.; Rademan, J.; Groth, T.; Lubell, W.; Miranda, L.; Meldal, M. "Surfactant Mediated Cationic and Anionic Suspension Polymerization of PEG-based Resins in Silicon Oil; Beaded SPOCC 1500 and POEPOP 1500" J. Combi. Chem. 2001, 3, 28-33.

 

37. Gosselin, F.; Tourwe, D.; Ceusters, M; Meert, T.; Heylen, L.; Jurzak, M.; Lubell, W. D. "Probing Opioid Receptor-Ligand Interactions by Employment of Indolizidin-9-one Amino Acid as a Constrained Gly2-Gly3 Surrogate in a Leucine-Enkephalin Mimic" J. Peptide Res. 2001, 57, 337-44.

 

36. Halab, L.; Lubell, W. D. "Effect of Stereochemistry on 5-tert-Butylproline Type VI β-Turn Mimics." J. Peptide Sci. 2001, 7, 92-104.

 

2000

 

35. Groth, T.; Grøtli, M.; Lubell, W. D.; Miranda, L.; Meldal, M. HYDRA: A Novel Hydroxy and Amine Functionalised Resin Synthesised by Reductive Amination of PEG Aldehyde and a Polyamine" J. Chem. Soc., Perkin Trans. 1 2000, 4258-4264.

 

34. Khiat, A.; Fournier, A.; Lubell, W.; Boulanger, Y. "Conformational analysis of endothelin-1 analogs with indolizidinone amino acids incorporated at the C-terminus" J. Cardiovasc. Pharmacol. 2000, 36 (Supp.1), S33-S35.

 

33. Mannekens, E.; Tourwe, D.; Lubell, W. D. "Efficient Synthesis of 1-Benzyloxyphenyl-3-phenylacetones" Synthesis 2000 1214-1216.

 

32. Wei, L.; Lubell, W. D. "Racemization in the Use of N-(9-(9-Phenylfluorenyl))Serine-Derived Cyclic Sulfamidates in the Synthesis of d-Keto a-Amino Carboxylates and Prolines" Org. Lett. 2000, 2, 2595-2598.

 

31. Bélec, L.; Slaninova, J.; Lubell, W. D. "A Study of the Relationship between Biological Activity and Prolyl Amide Isomer Geometry in Oxytocin Using 5-tert-Butylproline" J. Med. Chem. 2000, 43, 1448-55.

 

30. Gosselin, F.; Lubell, W. D. "Rigid Dipeptide Surrogates: Syntheses of Enantiopure Quinolizidinone and Pyrroloazepinone Amino Acids from a Common Precursor" J. Org. Chem. 2000, 65, 2163-2171.

 

29. Swarbrick, M. E.; Lubell, W. D. "A Stereoconvergent Approach for Synthesizing Enantiopure 5,6-Dialkylpipecolic Acids" Chirality 2000, 12, 366-373.

 

28. Rondeau, D; Gill, P.; Chan, M.; Curry, K.; Lubell, W. D. "Synthesis and Pharmacology of New Enantiopure ∆3-4-Arylkainoids" Bioorg. Med. Chem. Lett. 2000, 10, 771-773.

 

27. Thouin, E; Lubell, W. D. "Effective synthesis of enantiopure hydroxamates by displacement of oxime resino esters with hydroxylamine" Tetrahedron Lett. 2000, 41, 249-256.

 

26. Beausoleil, E.; Lubell, W. D. "An examination of the Steric Effects of 5-t-BuPro on the Conformation of Polyproline and the Cooperative Nature of Type II to Type I Helical Interconversion" Biopolym. 2000, 53, 249-256.

 

25. Halab, L.; Gosselin, F.; Lubell, W. D. "Design, Synthesis and Conformational Analysis of Azacycloalkane Amino Acids as Conformationally Constrained Probes for Mimicry of Peptide Secondary Structures" Biopolymers, Peptide Science 2000 55, 101-122.

 

1999

 

24. Halab, L.; Lubell, W. D. "The Use of Steric Interactions to Control Peptide Turn Geometry.  Synthesis of Type VI b-Turn Mimics with 5-tert-Butylproline". J. Org. Chem. 1999, 64, 3312-3321.

 

23. Gosselin, F.; van Betsbrugge, J.; Hatam, M.; Lubell, W. D. "A Novel Linking-Protecting Group Strategy for Solid-Phase Organic Chemistry with Configurationally Stable a-[N-(Phenylfluorenyl)]Amino Carbonyl Compounds: Synthesis of Enantiopure Norephedrines on Solid Support". J. Org. Chem. 1999, 64, 2486-2493.

 

22. Swarbrick, M. E.; Gosselin, F.; Lubell, W. D. "Alkyl Substituent Effects on Pipecolyl Amide Isomer Equilibrium: Efficient Methodology for Synthesizing Enantiopure 6-Alkylpipecolic Acids and Conformational Analysis of their N-Acetyl N'-Methylamides" J. Org. Chem. 1999, 64, 1993-2002.

 

1998

 

21. Gosselin, F.; Lubell, W. D. "An Olefination Entry for the Synthesis of Enantiopure a,w-Diamino-dicarboxylates and Azabicyclo[X.Y.0]alkane Amino Acids." J. Org. Chem. 1998, 63, 7463-7471.

 

20. Beausoleil, E.; Sharma, R.; Michnick, S.; Lubell, W. D. "Alkyl 3-Position Substituents Retard the Isomerization of Prolyl and Hydroxyprolyl amides in water". J. Org. Chem. 1998, 63, 6572-8.

 

19. Polyak, F.; Lubell, W. D. "Rigid Dipeptide Mimics: Synthesis of Enantiopure 5- and 7-Benzyl, and 5,7-Dibenzyl Indolizidinone Amino Acids Via Enolization and Alkylation of d-Oxo a,w-Di-[N-(9-(9-phenylfluorenyl))amino]azelate Esters." J. Org. Chem. 1998, 63, 5937-5949.

 

1997

18. Hanessian, S.; Mcnaughtonsmith, G; Lombart, H.-G.; Lubell, W. D. "Design and Synthesis of Conformationally Constrained Amino Acids as Versatile Scaffolds and Peptide Mimetics". Tetrahedron 1997, 53, 12789-12854.

 

1996

17. Lombart, H.-G.; Lubell, W. D. "Rigid Dipeptide Mimetics.  Efficient Synthesis of Enantiopure Indolizidinone Amino Acids". J. Org. Chem. 1996, 61, 9437-9446.

 

16. Beausoleil, E.; l'Archevêque, B.; Bélec, L.; Atfani, M.; Lubell, W. D. "5-tert-Butylproline". J. Org. Chem. 1996, 61, 9447-9454.

 

15. Beausoleil, E.; Lubell, W. D. "Steric Effects on the Amide Isomer Equilibrium of Prolyl Peptides. Synthesis & Conformational Analysis of N-Ac-5-tert-Butylproline N'-Methylamides". J. Am. Chem. Soc. 1996, 118, 12902-12908.

 

14. Gosselin, F.; Di Renzo, M.; Ellis, T. Lubell, W. D. "Photoacoustic FT-IR, A Non-Destructive Method for Sensitive Spectroscopic Analysis of Solid-Phase Org. Chem.". J. Org. Chem. 1996, 61, 7980-7981

 

13. Sharma, R.; Lubell, W. D. "Regioselective Enolization and Alkylation of 4-Oxo-N-(9-phenylfluoren-9-yl)proline: Synthesis of Enantiopure Proline-Valine and Hydroxyproline-Valine Chimeras". J. Org. Chem. 1996, 61, 202-209.

 

1995

12. Gill, P.; Lubell, W. D. "Synthesis of Enantiopure Arylkainoids; Preparation of (2S)-∆3-4-Phenylkainic Acid". J. Org. Chem. 1995, 60, 2658-2659.

 

11. Atfani, M.; Lubell, W. D. "Synthesis of (S)-2-Amino-3-(3-tert-butyl-4-isoxazol-5(2H)-one)propionic acid". J. Org. Chem. 1995, 60, 3184-3188.

 

10. Kitamura, M.; Tokunaga, M.; Pham, P.; Lubell, W. D.; Noyori, R. "Asymmetric Synthesis of a-Amino b-Hydroxy Phosphonic Acids Via BINAP–Ruthenium Catalyzed Hydrogenation". Tetrahedron Lett. 1995, 36, 5769-5772.

1994

9. Lombart, H.-G.; Lubell, W. D. "Synthesis of Enantiopure a,w-Diamino Dicarboxylates and Azabicycloalkane Amino Acids by Claisen Condensation of a-N-(phenylfluorenyl)amino Dicarboxylates". J. Org. Chem. 1994, 59, 6147-6149.

 

8. Pham, T.; Lubell, W. D. "A Practical Enantioselective Synthesis of a-Aminodicarboxylates.  Preparation of D- and L-a-Aminoadipate, a-Aminopimelate, and a-Aminosuberate". J. Org. Chem. 1994, 59, 3676 - 3680.

 

1993

7. Ibrahim, H. H.; Lubell, W. D. "Synthesis of Enantiopure d-Oxo a-Amino Esters and Prolines Via Acylation of N-Phenylfluorenylglutamate Enolates". J. Org. Chem. 1993, 58, 6438 - 6441.

1992

6. Jamison, T. F.; Lubell, W. D.; Dener, J. M.; Krisché, M. J.; Rapoport, H. "Synthesis of 9-Bromo-9-phenylfluorene". Org. Syn. 1992, 71, 220 - 235.

1991

5. Lubell, W. D.; Kitamura, M.; Noyori, R. "Enantioselective Synthesis of b-Amino Acids Based on binap – Ruthenium(II) Catalyzed Hydrogenation". Tetrahedron: Asymm. 1991, 2, 543-554.

 

1990

4. Lubell, W. D.; Jamison, T. F.; Rapoport, H. "N-(9-Phenylfluoren-9-yl)a-Amino Ketones and a-Amino Aldehydes as Chiral Educts for the Synthesis of Optically Pure 4-Alkyl 3-Hydroxy 2-Amino Acids.  Synthesis of the C-9 Amino Acid, MeBmt, Present in Cyclosporin".  J. Org. Chem. 1990, 55, 3511-3522. 

 

1989

3. Lubell, W. D.; Rapoport, H. "Surrogates for Chiral Aminomalondialdehyde.  Synthesis of N-(9-Phenylfluoren-9-yl)serinal and N-(9-Phenylfluoren-9-yl)vinylglycinal". J. Org. Chem. 1989, 54, 3824-3831. 

 

1988

2. Lubell, W. D.; Rapoport, H. "a-Amino Acids as Chiral Educts for Asymmetric Products.  Alkylation of N-Phenylfluorenyl a-Amino Ketones.  Synthesis of a-Alkyl Substituted Carboxylic Acids". J. Am. Chem. Soc. 1988, 110, 7447-7455. 

 

1987

1. Lubell, W. D.; Rapoport, H.  "Configurational Stability of N-Protected a-Amino Aldehydes ". J. Am. Chem. Soc. 1987, 109, 236-239.