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Literature DB >> 11828459

Thiooligosaccharides as tools for structural biology.

Abstract

Oligosaccharides in which at least one glycosidic oxygen atom is replaced with a sulfur atom can be routinely synthesized and act as competitive inhibitors of various glycoside hydrolases. Recent studies using both X-ray crystallography and other biophysical techniques provide structural insight into binding, recognition, and the catalytic mechanism of action of these enzymes.

Entities: Chemical

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Year: 2001 PMID： 11828459 DOI： 10.1002/1439-7633(20010504)2:5<311::AID-CBIC311>3.0.CO;2-L

Source DB: PubMed Journal: Chembiochem ISSN： 1439-4227 Impact factor: 3.164

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Cited

27 in total

1. Thioglycoligase-based assembly of thiodisaccharides: screening as beta-galactosidase inhibitors.

Authors: Young-Wan Kim; Hong-Ming Chen; Jin Hyo Kim; Johannes Müllegger; Don Mahuran; Stephen G Withers
Journal: Chembiochem Date: 2007-09-03 Impact factor: 3.164

2. The Sulfur-Linked Analogue of O-GlcNAc (S-GlcNAc) Is an Enzymatically Stable and Reasonable Structural Surrogate for O-GlcNAc at the Peptide and Protein Levels.

Authors: Cesar A De Leon; Paul M Levine; Timothy W Craven; Matthew R Pratt
Journal: Biochemistry Date: 2017-06-30 Impact factor: 3.162

3. Structural basis for broad substrate specificity in higher plant beta-D-glucan glucohydrolases.

Authors: Maria Hrmova; Ross De Gori; Brian J Smith; Jon K Fairweather; Hugues Driguez; Joseph N Varghese; Geoffrey B Fincher
Journal: Plant Cell Date: 2002-05 Impact factor: 11.277

4. Stereoselective synthesis of light-activatable perfluorophenylazide-conjugated carbohydrates for glycoarray fabrication and evaluation of structural effects on protein binding by SPR imaging.

Authors: Lingquan Deng; Oscar Norberg; Suji Uppalapati; Mingdi Yan; Olof Ramström
Journal: Org Biomol Chem Date: 2011-03-18 Impact factor: 3.876

5. Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs.

Authors: Lingquan Deng; Xin Wang; Suji Uppalapati; Oscar Norberg; Hai Dong; Adrien Joliton; Mingdi Yan; Olof Ramström
Journal: Pure Appl Chem Date: 2013-01 Impact factor: 2.453

Thiooligosaccharides as tools for structural biology.

1. Thioglycoligase-based assembly of thiodisaccharides: screening as beta-galactosidase inhibitors.

2. The Sulfur-Linked Analogue of O-GlcNAc (S-GlcNAc) Is an Enzymatically Stable and Reasonable Structural Surrogate for O-GlcNAc at the Peptide and Protein Levels.

3. Structural basis for broad substrate specificity in higher plant beta-D-glucan glucohydrolases.

4. Stereoselective synthesis of light-activatable perfluorophenylazide-conjugated carbohydrates for glycoarray fabrication and evaluation of structural effects on protein binding by SPR imaging.

5. Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs.

6. The glycosyltransferase involved in thurandacin biosynthesis catalyzes both O- and S-glycosylation.

Review 7. Glycosidase inhibition: assessing mimicry of the transition state.

8. Structural and mechanistic investigations of protein S-glycosyltransferases.

9. Synthesis of Mannosidase-Stable Man₃ and Man₄ Glycans Containing S-linked Manα1→2Man Termini.

10. Direct, stereoselective thioglycosylation enabled by an organophotoredox radical strategy.