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Selenopeptide chemistry
Muttenthaler, Markus and Alewood, Paul F. (2008) Selenopeptide chemistry.
Journal of Peptide Science
,
14
12
:
1223
-
1239
. doi:
10.1002/psc.1075
Related Links
Link
Description
http://www3.interscience.wiley.com/journal/6016/home
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Journal website
http://dx.doi.org/10.1002/psc.1075
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Full text from publisher
Author
Muttenthaler, Markus
Alewood, Paul F.
Title
Selenopeptide chemistry
Journal name
Journal of Peptide Science
Check publisher's open access policy
ISSN
1099-1387
1075-2617
Publication date
2008-12-01
Year available
2008
Sub-type
Article (original research)
DOI
10.1002/psc.1075
Open Access Status
DOI
Volume
14
Issue
12
Start page
1223
End page
1239
Total pages
7
Place of publication
Chichester, West Sussex, U.K.
Publisher
John Wiley
Language
eng
Subject
0304 Medicinal and Biomolecular Chemistry
030406 Proteins and Peptides
Abstract
This review focuses on the chemical aspects of the 21st proteinogenic amino acid, selenocysteine in peptides and proteins. It describes the physicochemical properties of selenium/sulfur and selenocysteine/cysteine based on comprehensive structural (X-ray, NMR, CD) and biological data, and illustrates why selenocysteine is considered the most conservative substitution of cysteine. The main focus lies on the synthetic methods on selenocysteine incorporation into peptides and proteins, including an overview of the selenocysteine building block syntheses for Boc- and Fmoc-SPPS. Selenocysteine-mediated reactions such as native chemical ligation and dehydroalanine formation are addressed towards peptide conjugation. Selenopeptides have very interesting and distinct properties which lead to a diverse range of applications such as structural, functional and mechanistic probes, robust scaffolds, enzymatic reaction design, peptide conjugations and folding tools. Copyright © 2008 European Peptide Society and John Wiley & Sons, Ltd.
Keyword
Selenium
Selenocysteine
SPPS
Selenoproteins
Selenopeptides
Q-Index Code
C1
Q-Index Status
Provisional Code
Institutional Status
UQ
Document type:
Journal Article
Sub-type:
Article (original research)
Collections:
Excellence in Research Australia (ERA) - Collection
School of Chemistry and Molecular Biosciences
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Sat, 21 Jan 2017, 08:06:37 EST
Wed, 11 Oct 2017, 23:47:40 EST
Sun, 15 Oct 2017, 17:25:26 EST
Sun, 12 Nov 2017, 07:58:28 EST
Mon, 18 Dec 2017, 12:06:00 EST
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Citation counts:
Cited
88
times in Thomson Reuters Web of Science
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Citations
Cited
85
times in Scopus
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Created:
Wed, 03 Feb 2010, 20:06:51 EST by
Macushla Boyle
on behalf of Faculty of Science