Benzotriazole-Assisted Solid-Phase Assembly of Leu-Enkephalin, Amyloid β segment 34− 42, and other “Difficult” Peptide Sequences

AR Katritzky, DN Haase, JV Johnson…

Index: Katritzky, Alan R.; Haase, Danniebelle N.; Johnsons, Jodie V.; Chung, Alfred Journal of Organic Chemistry, 2009 , vol. 74, # 5 p. 2028 - 2032

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Citation Number: 17

Abstract

Microwave-assisted solid-phase syntheses of six “difficult” peptides, H-VVSVV-NH2 (3), H- VVVSVV-NH2 (4), H-VIVIG-OH (5), H-TVTVTV-NH2 (6), H-VKDGYI-NH2 (7), and H-VKDVYI- NH2 (8), were achieved utilizing N-(Fmoc-α-aminoacyl) benzotriazoles. Extension to the syntheses of Leu-enkephalin (9) and amyloid-β (34− 42)(10) demonstrates that this strategy comprises an efficient route to new and known “difficult” peptides.