Identification of the catalytic nucleophile of the Family 31 α-glucosidase from Aspergillus niger via trapping of a 5-fluoroglycosyl-enzyme intermediate

Biochemical Journal

Volumn 359, Issue 2, 2001, Pages 381-386

  Lee, S S ^a   He, S ^a   Withers, S G ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

5 fluoro D glucopyranosyl fluoride; Catalytic carboxyl; Fluorosugar; Mechanism based reagent

Indexed keywords

AMINO ACIDS; ENZYMES; LIQUID CHROMATOGRAPHY;

PEPTIDES;

BIOCHEMISTRY;

5 FLUORO ALPHA DEXTRO GLUCOPYRANOSYLFLUORIDE; ALPHA GLUCOSIDASE; FLUORIDE; FLUOROSUGAR; FUNGAL ENZYME; GLUCOSIDASE; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; ASPERGILLUS NIDULANS; CATALYSIS; ENZYME ACTIVE SITE; ENZYME KINETICS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; PROTEIN DEGRADATION;

ALPHA-GLUCOSIDASES; AMINO ACID SEQUENCE; ASPERGILLUS NIGER; CATALYTIC DOMAIN; GLUCOSE; INDICATORS AND REAGENTS; KINETICS; MOLECULAR SEQUENCE DATA; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 0035887502     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/0264-6021:3590381     Document Type: Article

References (28)

1. Quantitative study on anomeric forms of glucose produced by α-glucosidases
2. Substrate specificity and subsite affinities of crystalline α-glucosidase from Aspergillus niger
3. Novel structure of N-linked high mannose type oligosaccharides containing α-D-galactofuranosyl linkages in Aspergillus niger α-D-glucosidase
4. Purification, properties, and industrial significance of transglucosidase from Aspergillus niger
5. Complete amino-acid-sequence of crystalline α-glucosidase from Aspergillus niger
6. A classification of glycosyl hydrolases based on amino acid sequence similarities
7. New families in the classification of glycosyl hydrolases based on amino acid sequence similarities
8. Glycosidase families
9. Plant α-glucosidases of the glycoside hydrolase family 31. Molecular properties, substrate specificity, reaction mechanism, and comparison with family members of different origin
10. α-1,4-Glucan lyases producing 1,5-anhydro-D-fructose from starch and glycogen have sequence similarity to α-glucosidases
11. Mechanisms of enzymatic glycoside hydrolysis
12. Glycosidase mechanisms: Anatomy of a finely tuned catalyst
13. Structure and mechanisms of glycosyl hydrolases
14. 5-Fluoro glycosides: A new crass of mechanism-based inhibitors of both α- and β-glucosidases
15. Unequivocal identification of Asp-214 as the catalytic nucleophile of Saccharomyces cerevisiae
16. The synthesis, testing and use of 5-fluoro-α-D-galactosyl fluoride to trap an intermediate on green coffee bean α-galactosidase and identify the catalytic nucleophile
17. Identification of the active site nucleophile in Jack Bean α-mannosidase using 5-fluoro-β-L-gulosyl fluoride
18. Identification of Asp197 as the catalytic nucleophile in the family 38 α-mannosidase from bovine kidney lysosome
19. Partial amino acid sequences around the essential carboxylate in the active sites of the intestinal sucrase-isomaltase complex
20. Human lysosomal α-glucosidase
21. Chemical modification and amino acid sequence of active site in sugar beet α-glucosidase
22. A catalytic amino acid and primary structure of active site in Aspergillus niger α-glucosidase
23. Approaches to labeling and identification of active site residues in glycosidases
24. Glu-537, not Glu-461, is the nucleophile in the active site of (lac Z) β-galactosidase from Escherichia coli
25. 340 as the active-site nucleophile in human glucocerebrosidase by use of electrospray tandem mass spectrometry
26. Slow binding of D-galactal, a "reversible" inhibitor of bacterial β-galactosidase
27. Glycoside hydrolases: Mechanistic information from studies with reversible and irreversible inhibitors
28. Identification of Glu-519 as the catalytic nucleophile in β-mannosidase 2A from Cellulomonas fimi