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EC Tree
IUBMB Comments The enzyme, characterized from the bacteria Escherichia coli and Pseudomonas putida, hydrolyses terminal non-reducing alpha-sulfoquinovoside residues in alpha-sulfoquinovosyl diacylglycerides and alpha-sulfoquinovosyl glycerol.
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
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yihQ
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an 6-sulfo-alpha-D-quinovosyl diacylglycerol + H2O = 6-sulfo-D-quinovose + a 1,2-diacylglycerol
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6-sulfo-alpha-D-quinovosyl diacylglycerol 6-sulfo-D-quinovohydrolase
The enzyme, characterized from the bacteria Escherichia coli and Pseudomonas putida, hydrolyses terminal non-reducing alpha-sulfoquinovoside residues in alpha-sulfoquinovosyl diacylglycerides and alpha-sulfoquinovosyl glycerol.
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1-sulfoquinovosylglycerol + H2O
6-sulfo-D-quinovose + glycerol
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2-hydroxyethyl sulfoquinovoside + H2O
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3-hydroxypropyl sulfoquinovoside + H2O
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4-nitrophenyl alpha-sulfoquinovoside + H2O
6-sulfo-D-quinovose + 4-nitrophenol
a sulfoquinovosyl 2,3-diacylglyceride + H2O
6-sulfo-D-quinovose + a diacylglycerol
a sulfoquinovosyl diacylglyceride + H2O
6-sulfo-D-quinovose + a diacylglycerol
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complete conversion to sulfoquinose
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additional information
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2-hydroxyethyl sulfoquinovoside + H2O
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2-hydroxyethyl sulfoquinovoside + H2O
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3-hydroxypropyl sulfoquinovoside + H2O
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3-hydroxypropyl sulfoquinovoside + H2O
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4-nitrophenyl alpha-sulfoquinovoside + H2O
6-sulfo-D-quinovose + 4-nitrophenol
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4-nitrophenyl alpha-sulfoquinovoside + H2O
6-sulfo-D-quinovose + 4-nitrophenol
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4-nitrophenyl alpha-sulfoquinovoside + H2O
6-sulfo-D-quinovose + 4-nitrophenol
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a sulfoquinovosyl 2,3-diacylglyceride + H2O
6-sulfo-D-quinovose + a diacylglycerol
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complete conversion to sulfoquinose
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a sulfoquinovosyl 2,3-diacylglyceride + H2O
6-sulfo-D-quinovose + a diacylglycerol
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complete conversion to sulfoquinose
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additional information
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no substrates: 4-nitrophenyl alpha-D-sulfofucoside, 4-nitrophenyl alpha-D-sulforhamnoside, 4-nitrophenyl alpha-D-glucuronoside, 4-nitrophenyl alpha-D-glucopyranoside
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additional information
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enzyme shows weak activities on isomaltose, D-glucosyl fluoride and 4-nitrophenyl alpha-glucoside, but the hydrolytic activities on maltose, kojibiose, nigerose, trehalose, isomaltotriose, glucose 1-phosphate, panose, alpha-maltosyl fluoride, alpha-xylosyl Xuoride, 4-nitrophenyl alpha-xyloside, and isoprimeverose are under detectable limits
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additional information
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no substrate: 4-nitrophenyl alpha-D-glucopyranoside
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additional information
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no substrate: 4-nitrophenyl alpha-D-glucopyranoside
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additional information
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no substrates: methyl sulfoquinovoside, ethyl sulfoquinovoside, n-propyl sulfoquinovoside
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additional information
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no substrates: 4-nitrophenyl alpha-D-sulfofucoside, 4-nitrophenyl alpha-D-sulforhamnoside, 4-nitrophenyl alpha-D-glucuronoside
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additional information
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no substrates: 4-nitrophenyl alpha-D-sulfofucoside, 4-nitrophenyl alpha-D-sulforhamnoside, 4-nitrophenyl alpha-D-glucuronoside
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additional information
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no substrates: methyl sulfoquinovoside, ethyl sulfoquinovoside, n-propyl sulfoquinovoside
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a sulfoquinovosyl diacylglyceride + H2O
6-sulfo-D-quinovose + a diacylglycerol
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complete conversion to sulfoquinose
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5-fluoro-beta-L-idopyranosyl fluoride
mechanism-based inactivator, soaking of crystals yields a covalent glycosyl-enzyme complex in a 1S3 pyranose conformation
beta-D-galactopyranosyl glycerol
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0.15 - 4.45
4-nitrophenyl alpha-sulfoquinovoside
0.15
4-nitrophenyl alpha-sulfoquinovoside
wild-type, pH not specified in the publication, temperature not specified in the publication
0.212
4-nitrophenyl alpha-sulfoquinovoside
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wild-type, pH not specified in the publication, temperature not specified in the publication
0.22
4-nitrophenyl alpha-sulfoquinovoside
pH not specified in the publication, temperature not specified in the publication
1.29
4-nitrophenyl alpha-sulfoquinovoside
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mutant E270Q, pH not specified in the publication, temperature not specified in the publication
1.64
4-nitrophenyl alpha-sulfoquinovoside
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mutant K245Q, pH not specified in the publication, temperature not specified in the publication
2.07
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K, pH not specified in the publication, temperature not specified in the publication
4.28
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K/Q288E, pH not specified in the publication, temperature not specified in the publication
4.45
4-nitrophenyl alpha-sulfoquinovoside
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mutantK245Q/ E270Q, pH not specified in the publication, temperature not specified in the publication
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0.023 - 32.7
4-nitrophenyl alpha-sulfoquinovoside
0.023
4-nitrophenyl alpha-sulfoquinovoside
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mutant E270Q, pH not specified in the publication, temperature not specified in the publication
0.026
4-nitrophenyl alpha-sulfoquinovoside
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mutant K245Q, pH not specified in the publication, temperature not specified in the publication
0.21
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K, pH not specified in the publication, temperature not specified in the publication
1.89
4-nitrophenyl alpha-sulfoquinovoside
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mutantK245Q/ E270Q, pH not specified in the publication, temperature not specified in the publication
11.2
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K/Q288E, pH not specified in the publication, temperature not specified in the publication
14.3
4-nitrophenyl alpha-sulfoquinovoside
pH not specified in the publication, temperature not specified in the publication
22.3
4-nitrophenyl alpha-sulfoquinovoside
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wild-type, pH not specified in the publication, temperature not specified in the publication
32.7
4-nitrophenyl alpha-sulfoquinovoside
wild-type, pH not specified in the publication, temperature not specified in the publication
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0.016 - 218
4-nitrophenyl alpha-sulfoquinovoside
0.016
4-nitrophenyl alpha-sulfoquinovoside
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mutant K245Q, pH not specified in the publication, temperature not specified in the publication
0.018
4-nitrophenyl alpha-sulfoquinovoside
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mutant E270Q, pH not specified in the publication, temperature not specified in the publication
0.1
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K, pH not specified in the publication, temperature not specified in the publication
0.48
4-nitrophenyl alpha-sulfoquinovoside
mutant Q288E, pH not specified in the publication, temperature not specified in the publication
2.61
4-nitrophenyl alpha-sulfoquinovoside
mutant Q262K/Q288E, pH not specified in the publication, temperature not specified in the publication
40.43
4-nitrophenyl alpha-sulfoquinovoside
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mutantK245Q/ E270Q, pH not specified in the publication, temperature not specified in the publication
64
4-nitrophenyl alpha-sulfoquinovoside
pH not specified in the publication, temperature not specified in the publication
105
4-nitrophenyl alpha-sulfoquinovoside
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wild-type, pH not specified in the publication, temperature not specified in the publication
218
4-nitrophenyl alpha-sulfoquinovoside
wild-type, pH not specified in the publication, temperature not specified in the publication
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brenda
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UniProt
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UniProt
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physiological function
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the enzyme enables sulfoglycolytic utilization of sulfoquinovosyl glycerol as sole carbon source
physiological function
the enzyme enables sulfoglycolytic utilization of sulfoquinovosyl glycerol as sole carbon source
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x * 77274, calculated, x * 70000, SDS-PAGE
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structure reveals an (alphabeta)8 barrel appended with a small beta-sheet domain. Residue D405 fulfills the role of catalytic nucleophile and D472 acts as a general acid-base
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E270Q
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1000fold decrease in activity
K245Q
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1000fold decrease in activity
K245Q/E270Q
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100fold decrease in activity
Q262K
1000fold decrease in activity
Q262K/Q288E
100fold decrease in activity
Q288E
mutation in active site, 1000fold decrease in activity
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expression in Escherichia coli
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Okuyama, M.; Mori, H.; Chiba, S.; Kimura A.
Overexpression and characterization of two unknown proteins, YicI and YihQ, originated from Escherichia coli
Protein Expr. Purif.
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170-179
2004
Escherichia coli
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Speciale, G.; Jin, Y.; Davies, G.J.; Williams, S.J.; Goddard-Borger, E.D.
YihQ is a sulfoquinovosidase that cleaves sulfoquinovosyl diacylglyceride sulfolipids
Nat. Chem. Biol.
12
215-217
2016
Escherichia coli (P32138), Escherichia coli
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Shibuya, I.; Benson, A.
Hydrolysis of alpha-sulphoquinovosides by beta-galactosidase
Nature
192
1186-1187
1961
Escherichia coli, Escherichia coli ML308
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Abayakoon, P.; Jin, Y.; Lingford, J.P.; Petricevic, M.; John, A.; Ryan, E.; Wai-Ying Mui, J.; Pires, D.E.V.; Ascher, D.B.; Davies, G.J.; Goddard-Borger, E.D.; Williams, S.J.
Structural and biochemical insights into the function and evolution of sulfoquinovosidases
ACS Cent. Sci.
4
1266-1273
2018
Agrobacterium tumefaciens, Escherichia coli (P32138), Escherichia coli
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Enzyme Nomenclature
3.2.1.199 sulfoquinovosidase
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