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Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)

The specificities of glycosyltransferases make them useful for the synthesis of biologically active oligosaccharides, but also restrict their range of products. In substrate engineering, substrate promiscuity is enhanced by attaching removable interactive groups to weak substrates. Thus, the attachm...

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Main Authors: Jamaluddin, Haryati, Tumbale, Percy, Ferns, Tyrone A., Thiyagarajan, Nethaji, Brew, Keith, Acharya, K. Ravi
Format: Article
Published: Academic Press 2009
Subjects:
QD Chemistry
Online Access:http://eprints.utm.my/id/eprint/13294/
http://dx.doi.org/10.1016/j.bbrc.2009.05.111
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spelling my.utm.132942017-02-08T03:19:21Z http://eprints.utm.my/id/eprint/13294/ Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal) Jamaluddin, Haryati Tumbale, Percy Ferns, Tyrone A. Thiyagarajan, Nethaji Brew, Keith Acharya, K. Ravi QD Chemistry The specificities of glycosyltransferases make them useful for the synthesis of biologically active oligosaccharides, but also restrict their range of products. In substrate engineering, substrate promiscuity is enhanced by attaching removable interactive groups to weak substrates. Thus, the attachment of ß p-nitrophenyl converts galactose from a poor into a good substrate of a-1,3-galactosyltransferase. The crystallographic structure of a complex of a3GT containing p-nitrophenyl-ß-galactoside shows that the p-nitrophenyl binds similarly to the N-acetylglucosamine of the substrate, N-acetyllactosamine, interacting with the indole of Trp249. p-Nitrophenyl, unlike N-acetylglucosamine, makes no H-bonds but has more non-polar interactions, making it an effective monosaccharide mimetic. Academic Press 2009 Article PeerReviewed Jamaluddin, Haryati and Tumbale, Percy and Ferns, Tyrone A. and Thiyagarajan, Nethaji and Brew, Keith and Acharya, K. Ravi (2009) Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal). Biochemical and Biophysical Research Communications, 385 (4). pp. 601-604. ISSN 0006291X http://dx.doi.org/10.1016/j.bbrc.2009.05.111
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
topic QD Chemistry
spellingShingle QD Chemistry
Jamaluddin, Haryati
Tumbale, Percy
Ferns, Tyrone A.
Thiyagarajan, Nethaji
Brew, Keith
Acharya, K. Ravi
Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
description The specificities of glycosyltransferases make them useful for the synthesis of biologically active oligosaccharides, but also restrict their range of products. In substrate engineering, substrate promiscuity is enhanced by attaching removable interactive groups to weak substrates. Thus, the attachment of ß p-nitrophenyl converts galactose from a poor into a good substrate of a-1,3-galactosyltransferase. The crystallographic structure of a complex of a3GT containing p-nitrophenyl-ß-galactoside shows that the p-nitrophenyl binds similarly to the N-acetylglucosamine of the substrate, N-acetyllactosamine, interacting with the indole of Trp249. p-Nitrophenyl, unlike N-acetylglucosamine, makes no H-bonds but has more non-polar interactions, making it an effective monosaccharide mimetic.
format Article
author Jamaluddin, Haryati
Tumbale, Percy
Ferns, Tyrone A.
Thiyagarajan, Nethaji
Brew, Keith
Acharya, K. Ravi
author_facet Jamaluddin, Haryati
Tumbale, Percy
Ferns, Tyrone A.
Thiyagarajan, Nethaji
Brew, Keith
Acharya, K. Ravi
author_sort Jamaluddin, Haryati
title Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
title_short Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
title_full Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
title_fullStr Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
title_full_unstemmed Crystal structure of a-1,3-galactosyltransferase (a3GT) in a complex with p-nitrophenyl-ß-galactoside (pNPßGal)
title_sort crystal structure of a-1,3-galactosyltransferase (a3gt) in a complex with p-nitrophenyl-ß-galactoside (pnpßgal)
publisher Academic Press
publishDate 2009
url http://eprints.utm.my/id/eprint/13294/
http://dx.doi.org/10.1016/j.bbrc.2009.05.111
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score 13.211869

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