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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| Format: | Article |
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Academic Press
2009
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| 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 |
| collection | ePrints |
| 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.
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| first_indexed | 2024-03-05T18:25:27Z |
| format | Article |
| id | utm.eprints-13294 |
| institution | Universiti Teknologi Malaysia - ePrints |
| last_indexed | 2024-03-05T18:25:27Z |
| publishDate | 2009 |
| publisher | Academic Press |
| record_format | dspace |
| spelling | utm.eprints-132942017-02-08T03:19:21Z http://eprints.utm.my/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 |
| 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) |
| title | 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_short | 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 |
| topic | QD Chemistry |
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