Total Synthesis of Homogeneous Antifreeze Glycopeptides and Glycoproteins

被引:99
作者
Wilkinson, Brendan L. [1 ]
Stone, Robin S. [1 ]
Capicciotti, Chantelle J. [2 ]
Thaysen-Andersen, Morten [3 ]
Matthews, Jacqueline M. [4 ]
Packer, Nicolle H. [3 ]
Ben, Robert N. [2 ]
Payne, Richard J. [1 ]
机构
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[2] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
[3] Macquarie Univ, Biomol Frontiers Res Ctr, N Ryde, NSW 2109, Australia
[4] Univ Sydney, Sch Mol Biosci, Sydney, NSW 2006, Australia
基金
澳大利亚研究理事会;
关键词
antifreeze proteins; chemical ligation; glycopeptides; glycoproteins; thermal hysteresis; NATIVE CHEMICAL LIGATION; FREEZING RESISTANCE; ANTARCTIC FISHES; POLAR FISH; CONFORMATION; ADSORPTION; ICE; PEPTIDES; PROTEINS; DESULFURIZATION;
D O I
10.1002/anie.201108682
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Don't freeze! A native chemical ligation-desulfurization strategy has been employed for the convergent synthesis of a library of defined antifreeze glycopeptides and glycoproteins (AFGPs) ranging in size from 1.2 to 19.5 kDa (see picture). These AFGPs possessed the secondary structure of a polyproline type II helix and exhibited significant ice recrystallization inhibition and thermal hysteresis activity. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3606 / 3610
页数:5
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