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Total Synthesis of Homogeneous Antifreeze Glycopeptides and Glycoproteins
Author(s) -
Wilkinson Brendan L.,
Stone Robin S.,
Capicciotti Chantelle J.,
ThaysenAndersen Morten,
Matthews Jacqueline M.,
Packer Nicolle H.,
Ben Robert N.,
Payne Richard J.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201108682
Subject(s) - glycopeptide , antifreeze , homogeneous , chemistry , glycoprotein , stereochemistry , information retrieval , computer science , biochemistry , organic chemistry , mathematics , combinatorics , antibiotics
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.