A Novel Strategy for Preparing Glycopeptide Molecular Probe Using Fluorous Technology

Author(s): Zhiguo Liu, Pengfei Rong, Xiangying Gu, Lun Yu, Guohua Chen, Yue-Lei Chen, Shuai Zhang, Jingkang Shen, Wenbin Zeng

Journal Name: Protein & Peptide Letters

Volume 21 , Issue 10 , 2014


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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.

Keywords: Fluorous technology, glycopeptide, iodination, molecular probe.

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Article Details

VOLUME: 21
ISSUE: 10
Year: 2014
Published on: 04 September, 2014
Page: [1011 - 1016]
Pages: 6
DOI: 10.2174/0929866521666140626105814
Price: $65

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