Total synthesis of homogeneous antifreeze glycopeptides and glycoproteins

Brendan L. Wilkinson; Robin S. Stone; Chantelle J. Capicciotti; Morten Thaysen-Andersen; Jacqueline M. Matthews; Nicolle H. Packer; Robert N. Ben; Richard J. Payne

doi:10.1002/anie.201108682

Total synthesis of homogeneous antifreeze glycopeptides and glycoproteins

Brendan L. Wilkinson, Robin S. Stone, Chantelle J. Capicciotti, Morten Thaysen-Andersen, Jacqueline M. Matthews, Nicolle H. Packer, Robert N. Ben, Richard J. Payne^*

^*Corresponding author for this work

Macquarie University BioFocus Research Centre

Research output: Contribution to journal › Article › peer-review

111 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	3606-3610
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	15
DOIs	https://doi.org/10.1002/anie.201108682
Publication status	Published - 10 Apr 2012

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10.1002/anie.201108682

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title = "Total synthesis of homogeneous antifreeze glycopeptides and glycoproteins",

abstract = "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.",

author = "Wilkinson, \{Brendan L.\} and Stone, \{Robin S.\} and Capicciotti, \{Chantelle J.\} and Morten Thaysen-Andersen and Matthews, \{Jacqueline M.\} and Packer, \{Nicolle H.\} and Ben, \{Robert N.\} and Payne, \{Richard J.\}",

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AU - Wilkinson, Brendan L.

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AU - Capicciotti, Chantelle J.

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AU - Matthews, Jacqueline M.

AU - Packer, Nicolle H.

AU - Ben, Robert N.

AU - Payne, Richard J.

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AB - 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.

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Total synthesis of homogeneous antifreeze glycopeptides and glycoproteins

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