- Synthesis of VIP-lipopeptide using a new linker to modify liposomes: towards the development of a drug delivery system for active targeting.
Synthesis of VIP-lipopeptide using a new linker to modify liposomes: towards the development of a drug delivery system for active targeting.
Chemical & pharmaceutical bulletin (2013-08-28)
Toru Masaka, Takuya Matsuda, Yingpeng Li, Yuki Koide, Akira Takami, Kenji Yano, Ryosuke Imai, Risa Ichihara, Nobuhiro Yagi, Hideharu Suzuki, Hidemasa Hikawa, Katsuhide Terada, Yuusaku Yokoyama
PMID23979293
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.
MATERIALS