NDLI: Rules for priming and inhibition of glycosaminoglycan biosynthesis; probing the β4GalT7 active site

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Rules for priming and inhibition of glycosaminoglycan biosynthesis; probing the β4GalT7 active site

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Chemical Science Vol - 5 Issue - 8

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Rules for priming and inhibition of glycosaminoglycan biosynthesis; probing the β4GalT7 active site

Content Provider	Royal Society of Chemistry (RSC)
Author	Persson, Andrea Ochocinska, Agata Manner, Sophie Mani, Katrin Rönnols, Jerk Widmalm, Göran Ellervik, Ulf Holmqvist, Karin Siegbahn, Anna Westergren-Thorsson, Gunilla Tykesson, Emil Sundin, Anders
Copyright Year	2014
Abstract	β-1,4-Galactosyltransferase 7 (β4GalT7) is an essential enzyme in the biosynthesis of glycosaminoglycan (GAG) chains of proteoglycans (PGs). Mammalian cells produce PGs, which are involved in biological processes such as cell growth and differentiation. The PGs consist of a core protein, with one or several GAG chains attached. Both the structure of the PGs and the GAG chains, and the expression of the enzymes involved in their biosynthesis and degradation, vary between normal cells and tumor cells. The biosynthesis of GAG chains is initiated by xylosylation of a serine residue of the core protein, followed by galactosylation by β4GalT7. The biosynthesis can also be initiated by exogenously added β-D-xylopyranosides with hydrophobic aglycons, which thus can act as acceptor substrates for β4GalT7. To determine the structural requirements for β4GalT7 activity, we have cloned and expressed the enzyme and designed a focused library of 2-naphthyl β-D-xylopyranosides with modifications of the xylose moiety. Based on enzymatic studies, that is galactosylation and its inhibition, conformational analysis and molecular modeling using the crystal structure, we propose that the binding pocket of β4GalT7 is very narrow, with a precise set of important hydrogen bonds. Xylose appears to be the optimal acceptor substrate for galactosylation by β4GalT7. However, we show that modifications of the xylose moiety of the β-D-xylopyranosides can render inhibitors of galactosylation. Such compounds will be valuable tools for the exploration of GAG and PG biosynthesis and a starting point for development of anti-tumor agents.
Starting Page	3501
Ending Page	3508
Page Count	8
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	5
Issue Number	9
Journal	Chemical Science
DOI	10.1039/c4sc01244e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Xylose Molecular modelling Enzyme Serine Conformational isomerism Glycosaminoglycan Hydrophobe Library Protein Hydrogen bond
Content Type	Text
Resource Type	Article
Subject	Chemistry

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Rules for priming and inhibition of glycosaminoglycan biosynthesis; probing the beta 4GalT7 active site

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Rules for priming and inhibition of glycosaminoglycan biosynthesis; probing the β4GalT7 active site

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