Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues
Fishes from both Arctic and Antarctic waters produce antifreeze glycoproteins (AFGPs) that modify and inhibit the growth of ice crystals, allowing them to survive in extreme cold conditions. These glycoproteins exhibit thermal hysteresis activity, i.e. they work in a non-colligative manner, separati...
Published in: | Chemical Science |
---|---|
Main Authors: | , , , , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
ROYAL SOC CHEMISTRY
2010
|
Subjects: | |
Online Access: | http://hdl.handle.net/2292/7978 https://doi.org/10.1039/c0sc00194e |
id |
ftunivauckland:oai:researchspace.auckland.ac.nz:2292/7978 |
---|---|
record_format |
openpolar |
spelling |
ftunivauckland:oai:researchspace.auckland.ac.nz:2292/7978 2023-05-15T13:59:29+02:00 Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues Peltier, R Brimble, MA Wojnar, JM Williams, DE Evans, CW DeVries, AL 2010 http://hdl.handle.net/2292/7978 https://doi.org/10.1039/c0sc00194e EN eng ROYAL SOC CHEMISTRY CHEM SCI Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/2041-6520/ https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm Copyright: 2010 The Royal Society of Chemistry http://purl.org/eprint/accessRights/RestrictedAccess http://dx.doi.org/10.1039/c0sc00194e POINT-DEPRESSING GLYCOPROTEINS SOLID-PHASE SYNTHESIS ICE GROWTH-INHIBITION ANTARCTIC FISH POLAR FISH MOLECULAR-WEIGHT THERMAL HYSTERESIS BIOLOGICAL ANTIFREEZE FREEZING RESISTANCE PROTEINS Journal Article 2010 ftunivauckland https://doi.org/10.1039/c0sc00194e 2013-01-22T00:19:47Z Fishes from both Arctic and Antarctic waters produce antifreeze glycoproteins (AFGPs) that modify and inhibit the growth of ice crystals, allowing them to survive in extreme cold conditions. These glycoproteins exhibit thermal hysteresis activity, i.e. they work in a non-colligative manner, separating the melting and freezing points of a solution. Such compounds have many potential applications; unfortunately their development is hampered by the difficulty of obtaining pure material. The synthesis of AFGPs is therefore a challenge that numerous groups have been tackling. The AFGPs consist predominantly of a repetitive three amino acid unit (Ala-Ala-Thr)n with the disaccharide β-D-galactosyl-(1–3)-α-D-N-acetylgalactosamine attached to the hydroxyl oxygen of each threonine residue. A large number of analogues have also been synthesized in order to find compounds that exhibit the same activity but that are easier to prepare. Starting from the early years of the AFGP discovery and including the more recent research, this perspective summarizes the different routes used to synthesize native AFGPs and lists the most relevant analogues synthesized, along with some information on their synthesis and their antifreeze activity, if evaluated. In this perspective we have taken special care to differentiate compounds that induce thermal hysteresis, compounds that modify the normal growth habit of ice crystals, and compounds that exhibit recrystallization inhibition properties. Article in Journal/Newspaper Antarc* Antarctic Arctic University of Auckland Research Repository - ResearchSpace Antarctic Arctic Chemical Science 1 5 538 |
institution |
Open Polar |
collection |
University of Auckland Research Repository - ResearchSpace |
op_collection_id |
ftunivauckland |
language |
English |
topic |
POINT-DEPRESSING GLYCOPROTEINS SOLID-PHASE SYNTHESIS ICE GROWTH-INHIBITION ANTARCTIC FISH POLAR FISH MOLECULAR-WEIGHT THERMAL HYSTERESIS BIOLOGICAL ANTIFREEZE FREEZING RESISTANCE PROTEINS |
spellingShingle |
POINT-DEPRESSING GLYCOPROTEINS SOLID-PHASE SYNTHESIS ICE GROWTH-INHIBITION ANTARCTIC FISH POLAR FISH MOLECULAR-WEIGHT THERMAL HYSTERESIS BIOLOGICAL ANTIFREEZE FREEZING RESISTANCE PROTEINS Peltier, R Brimble, MA Wojnar, JM Williams, DE Evans, CW DeVries, AL Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
topic_facet |
POINT-DEPRESSING GLYCOPROTEINS SOLID-PHASE SYNTHESIS ICE GROWTH-INHIBITION ANTARCTIC FISH POLAR FISH MOLECULAR-WEIGHT THERMAL HYSTERESIS BIOLOGICAL ANTIFREEZE FREEZING RESISTANCE PROTEINS |
description |
Fishes from both Arctic and Antarctic waters produce antifreeze glycoproteins (AFGPs) that modify and inhibit the growth of ice crystals, allowing them to survive in extreme cold conditions. These glycoproteins exhibit thermal hysteresis activity, i.e. they work in a non-colligative manner, separating the melting and freezing points of a solution. Such compounds have many potential applications; unfortunately their development is hampered by the difficulty of obtaining pure material. The synthesis of AFGPs is therefore a challenge that numerous groups have been tackling. The AFGPs consist predominantly of a repetitive three amino acid unit (Ala-Ala-Thr)n with the disaccharide β-D-galactosyl-(1–3)-α-D-N-acetylgalactosamine attached to the hydroxyl oxygen of each threonine residue. A large number of analogues have also been synthesized in order to find compounds that exhibit the same activity but that are easier to prepare. Starting from the early years of the AFGP discovery and including the more recent research, this perspective summarizes the different routes used to synthesize native AFGPs and lists the most relevant analogues synthesized, along with some information on their synthesis and their antifreeze activity, if evaluated. In this perspective we have taken special care to differentiate compounds that induce thermal hysteresis, compounds that modify the normal growth habit of ice crystals, and compounds that exhibit recrystallization inhibition properties. |
format |
Article in Journal/Newspaper |
author |
Peltier, R Brimble, MA Wojnar, JM Williams, DE Evans, CW DeVries, AL |
author_facet |
Peltier, R Brimble, MA Wojnar, JM Williams, DE Evans, CW DeVries, AL |
author_sort |
Peltier, R |
title |
Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
title_short |
Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
title_full |
Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
title_fullStr |
Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
title_full_unstemmed |
Synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
title_sort |
synthesis and antifreeze activity of fish antifreeze glycoproteins and their analogues |
publisher |
ROYAL SOC CHEMISTRY |
publishDate |
2010 |
url |
http://hdl.handle.net/2292/7978 https://doi.org/10.1039/c0sc00194e |
geographic |
Antarctic Arctic |
geographic_facet |
Antarctic Arctic |
genre |
Antarc* Antarctic Arctic |
genre_facet |
Antarc* Antarctic Arctic |
op_source |
http://dx.doi.org/10.1039/c0sc00194e |
op_relation |
CHEM SCI |
op_rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/2041-6520/ https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm Copyright: 2010 The Royal Society of Chemistry http://purl.org/eprint/accessRights/RestrictedAccess |
op_doi |
https://doi.org/10.1039/c0sc00194e |
container_title |
Chemical Science |
container_volume |
1 |
container_issue |
5 |
container_start_page |
538 |
_version_ |
1766268058480934912 |