title: Synthesis of VIP-lipopeptide using a new linker to modify liposomes: towards the development of a drug delivery system for active targeting.
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.
authors: School of Pharmaceutical Sciences, Toho University.
authors: Toru
authors: T
authors: Masaka
authors: Takuya
authors: T
authors: Matsuda
authors: Yingpeng
authors: Y
authors: Li
authors: Yuki
authors: Y
authors: Koide
authors: Akira
authors: A
authors: Takami
authors: Kenji
authors: K
authors: Yano
authors: Ryosuke
authors: R
authors: Imai
authors: Risa
authors: R
authors: Ichihara
authors: Nobuhiro
authors: N
authors: Yagi
authors: Hideharu
authors: H
authors: Suzuki
authors: Hidemasa
authors: H
authors: Hikawa
authors: Katsuhide
authors: K
authors: Terada
authors: Yuusaku
authors: Y
authors: Yokoyama
mesh_terms: D000085:Acetates / Q000737:chemistry; D000478:Alkylation; D002254:Carbonates / Q000737:chemistry; D002586:Cesium / Q000737:chemistry; D004148:Dioxolanes / Q000138:chemical synthesis* / Q000737:chemistry; D004337:Drug Carriers / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques; D014660:Vasoactive Intestinal Peptide / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000085:Acetates; D002254:Carbonates; D004148:Dioxolanes; D004337:Drug Carriers; D008081:Liposomes; D002586:Cesium; D014660:Vasoactive Intestinal Peptide; C016274:bromoacetate; C545311:cesium carbonate