Masaka Toru, Matsuda Takuya, Li Yingpeng, Koide Yuki, Takami Akira, Yano Kenji, Imai Ryosuke, Ichihara Risa, Yagi Nobuhiro, Suzuki Hideharu, Hikawa Hidemasa, Terada Katsuhide, Yokoyama Yuusaku
School of Pharmaceutical Sciences, Toho University.
Chem Pharm Bull (Tokyo). 2013;61(11):1184-7. doi: 10.1248/cpb.c13-00518. Epub 2013 Aug 23.
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.
设计并从（-）-2,3-O-异亚丙基-D-苏糖醇（3）经4步合成了一种用于脂肽固相肽合成的新组分，2-[(4R,5R)-5-({[(9H-芴-9-基)甲氧基]羰基氨基甲基}-2,2-二甲基-1,3-二氧戊环-4-基)甲氧基]乙酸（2）。关键步骤是在碳酸铯存在下，3与苄基溴乙酸酯进行选择性烷基化反应。通过固相肽合成法合成了包含该连接体的血管活性肠肽（VIP）-脂肽（1）。
