Synthesis of VIP-lipopeptide using a new linker to modify liposomes: towards the development of a drug delivery system for active targeting.

TitleSynthesis of VIP-lipopeptide using a new linker to modify liposomes: towards the development of a drug delivery system for active targeting.
Publication TypeJournal Article
Year of Publication2013
AuthorsMasaka T, Matsuda T, Li Y, Koide Y, Takami A, Yano K, Imai R, Ichihara R, Yagi N, Suzuki H, Hikawa H, Terada K, Yokoyama Y
JournalChemical & pharmaceutical bulletin
Volume61
Issue11
Pagination1184-7
Date Published2013
Abstract

A new component for the solid phase peptide synthesis of lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid (2), was designed and synthesized from (-)-2,3-O-isopropylidene-D-threitol (3) in 4 steps. The key step was the selective alkylation of 3 with benzyl bromoacetate in the presence of Cs2CO3. Vasoactive intestinal peptide (VIP)-lipopeptide (1) incorporating this linker was synthesized by solid phase peptide synthesis.

DOI10.1155/2013/756012
Alternate JournalChem. Pharm. Bull.