title: A novel strategy for preparing glycopeptide molecular probe using fluorous technology.
abstract: A novel and convenient strategy for iodine labeled glycopeptide molecular probe and purification was developed. The fluorine rich bi-functional coupling agent, 4-tris(2-perfluorohexylethyl)stannylbenzoate succinimidyl ester, was successfully synthesized via 5 steps starting from the fluorous Grignard reagent. It was purified by a simple and fast isolation using perfluorinated hexanes (FC-72). The "cold" iodine labeled yield for the coupling agent was as high as 92% within 15 min. The iodine-labeled product was only in organic fractions as we expected. It was shown that there was only one major peak in organic fractions according to HPLC. Finally, the iodine-labeled coupling agent was applied to label glycopeptide and afforded a high yield of 87% within 30 min.
authors: Zhiguo
authors: Z
authors: Liu
authors: Pengfei
authors: P
authors: Rong
authors: Xiangying
authors: X
authors: Gu
authors: Lun
authors: L
authors: Yu
authors: Guohua
authors: G
authors: Chen
authors: Yue-Lei
authors: YL
authors: Chen
authors: Shuai
authors: S
authors: Zhang
authors: Jingkang
authors: J
authors: Shen
authors: School of Pharmaceutical Sciences, Central South University, Changsha 410013, China. wbzeng@hotmail.com.
authors: Wenbin
authors: W
authors: Zeng
mesh_terms: D002851:Chromatography, High Pressure Liquid; D005466:Fluorocarbons / Q000737:chemistry; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000302:isolation & purification; D054879:Halogenation; D007457:Iodine Radioisotopes / Q000737:chemistry; D007553:Isotope Labeling / Q000379:methods*; D015335:Molecular Probes / Q000138:chemical synthesis* / Q000302:isolation & purification; D009993:Osmium Tetroxide / Q000737:chemistry; D013388:Succinimides / Q000138:chemical synthesis
chemical_list: D005466:Fluorocarbons; D006020:Glycopeptides; D007457:Iodine Radioisotopes; D015335:Molecular Probes; D013388:Succinimides; C072954:fluorocarbon 72; D009993:Osmium Tetroxide