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4-nitrophenyl acetate + H2O
?
highest carboxylesterase activity
-
-
?
4-nitrophenyl butyrate + H2O
?
-
-
-
?
4-nitrophenyl caprate + H2O
?
-
-
-
?
4-nitrophenyl caproate + H2O
?
-
-
-
?
4-nitrophenyl laurate + H2O
?
-
-
-
?
4-nitrophenyl palmitate + H2O
?
-
-
-
?
4-nitrophenyl propionate + H2O
?
-
-
-
?
4-nitrophenyl stearate + H2O
?
very low carboxylesterase activity
-
-
?
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier nprotein] + methanol
-
-
-
-
?
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier protein] + methanol
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
methyl o-chloromandelate + H2o
?
pimeloyl-[acyl-carrier protein] butyl ester + H2O
pimeloyl-[acyl-carrier protein] + butanol
-
-
-
-
?
pimeloyl-[acyl-carrier protein] ethyl ester + H2O
pimeloyl-[acyl-carrier protein] + ethanol
-
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
pimeloyl-[acyl-carrier protein] propyl ester + H2O
pimeloyl-[acyl-carrier protein] + propanol
-
-
-
-
?
pimelyl-[acyl-carrier protein] methyl ester + H2O
pimelyl-[acyl-carrier protein] + methanol
-
-
-
?
suberyl-[acyl-carrier protein] methyl ester + H2O
suberyl-[acyl-carrier protein] + methanol
additional information
?
-
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier protein] + methanol
-
-
-
?
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier protein] + methanol
-
-
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
-
-
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
-
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
-
-
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
very low rate of hydrolysis. Tthe slower hydrolysis of azelayl substrate is suggested to be associated with the loose of contacts between BioH and ACP, and with the lost electrostatic interactions of two ionic/hydrogen bonding networks at the interface of the two proteins
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
Shigella flexneri serotype 5b, 8401
very low rate of hydrolysis. Tthe slower hydrolysis of azelayl substrate is suggested to be associated with the loose of contacts between BioH and ACP, and with the lost electrostatic interactions of two ionic/hydrogen bonding networks at the interface of the two proteins
-
-
?
methyl o-chloromandelate + H2o
?
-
the pi-pi stacking interaction between the residue W20 and the substrate is crucial in the determination of enzymatic catalytic performance
-
-
?
methyl o-chloromandelate + H2o
?
Escherichia coli K-12 substr. MG1655
-
the pi-pi stacking interaction between the residue W20 and the substrate is crucial in the determination of enzymatic catalytic performance
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
involved in biotin biosynthesis
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
involved in biotin biosynthesis
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
Shigella flexneri serotype 5b, 8401
-
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
Shigella flexneri serotype 5b, 8401
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
-
-
?
suberyl-[acyl-carrier protein] methyl ester + H2O
suberyl-[acyl-carrier protein] + methanol
-
-
-
-
?
suberyl-[acyl-carrier protein] methyl ester + H2O
suberyl-[acyl-carrier protein] + methanol
-
-
-
?
suberyl-[acyl-carrier protein] methyl ester + H2O
suberyl-[acyl-carrier protein] + methanol
-
-
-
-
?
additional information
?
-
-
BioH fails to cleave malonyl-[acyl-carrier protein] methyl ester and succinyl-[acyl-carrier protein] methyl ester
-
-
?
additional information
?
-
purified BioH shows low enzymatic activities for thioesterase (using palmitoyl-CoA as a substrate), lipase (using olive oil as a substrate), and aminopeptidase (using leucine-4-anilide as a substrate) and shows no detectable enzymatic activity for phosphatase (using 4-nitrophenyl phosphate as a substrate), trypsin-like endopeptidase (using benzoyl-arginine-4-nitroanilide as a substrate), or bromoperoxidase (phenol red and monochlorodimedone as potential substrates)
-
-
?
additional information
?
-
no activity with succinyl-[acyl-carrier protein] methyl ester
-
-
?
additional information
?
-
-
no activity with succinyl-[acyl-carrier protein] methyl ester
-
-
?
additional information
?
-
-
the bioH gene product from Serratia marcescens shows esterase activity, which may imply the hydrolysis of a precursor leading to pimeloyl-CoA ester
-
-
?
additional information
?
-
-
the bioH gene product from Serratia marcescens shows esterase activity, which may imply the hydrolysis of a precursor leading to pimeloyl-CoA ester
-
-
?
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pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
involved in biotin biosynthesis
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
-
involved in biotin biosynthesis
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
-
-
?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
Shigella flexneri serotype 5b, 8401
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
-
-
?
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metabolism
BioH is involved in biotin biosynthesis
metabolism
-
BioH is involved in the early step of biotin synthesis
metabolism
-
the bioH gene product is required for the synthesis of pimeloyl-CoA
metabolism
-
the bioH gene product is required for the synthesis of pimeloyl-CoA
metabolism
involved in biotin biosynthesis, in Escherichia coli the bioh gene is not located within a biotin synthetic operon and its transcription is not coregulated with the other biotin synthesis genes. Operon-encoded bioH in Pseudomonas aeruginosa is transcribed at higher levels than the freestanding bioH in Escherichia coli
metabolism
-
involved in biotin biosynthesis, in Pseudomonas aeruginosa the bioH gene is within a biotin synthesis operon and its transcription is coregulated with the other biotin operon genes. Operon-encoded bioH in Pseudomonas aeruginosa is transcribed at higher levels than the freestanding bioH in Escherichia coli
metabolism
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
metabolism
-
BioH is involved in biotin biosynthesis
-
metabolism
-
the bioH gene product is required for the synthesis of pimeloyl-CoA
-
metabolism
-
the bioH gene product is required for the synthesis of pimeloyl-CoA
-
metabolism
Shigella flexneri serotype 5b, 8401
-
the enzyme of biotin synthesis plays an important role in fatty acid synthesis which assemble the pimelate moiety
-
metabolism
-
BioH is involved in the early step of biotin synthesis
-
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Sanishvili, R.; Yakunin, A.F.; Laskowski, R.A.; Skarina, T.; Evdokimova, E.; Doherty-Kirby, A.; Lajoie, G.A.; Thornton, J.M.; Arrowsmith, C.H.; Savchenko, A.; Joachimiak, A.; Edwards, A.M.
Integrating structure, bioinformatics, and enzymology to discover function. BioH, a new carboxylesterase from Escherichia coli
J. Biol. Chem.
278
26039-26045
2003
Escherichia coli (P13001), Escherichia coli DH5-alpha (P13001)
brenda
Lin, S.; Hanson, R.E.; Cronan, J.E.
Biotin synthesis begins by hijacking the fatty acid synthetic pathway
Nat. Chem. Biol.
6
682-688
2010
Escherichia coli
brenda
Tomczyk, N.H.; Nettleship, J.E.; Baxter, R.L.; Crichton, H.J.; Webster, S.P.; Campopiano, D.J.
Purification and characterisation of the BIOH protein from the biotin biosynthetic pathway
FEBS Lett.
513
299-304
2002
Escherichia coli, Neisseria meningitidis, Neisseria meningitidis H44/76, Escherichia coli JM101
brenda
Akatsuka, H.; Kawai, E.; Sakurai, N.; Omori, K.
The Serratia marcescens bioH gene encodes an esterase
Gene
302
185-192
2003
Serratia marcescens, Serratia marcescens 8000
brenda
Gu, J.; Ye, L.; Guo, F.; Lv, X.; Lu, W.; Yu, H.
Rational design of esterase BioH with enhanced enantioselectivity towards methyl (S)-o-chloromandelate
Appl. Microbiol. Biotechnol.
99
1709-1718
2015
Escherichia coli K-12, Escherichia coli K-12 substr. MG1655
brenda
Gu, J.; Tong, H.; Ye, L.; Yu, H.
The role of aromatic residue W20 in the activity and enantioselectivity control of esterase BioH toward aryl substrate
Biochem. Eng. J.
101
134-141
2015
Escherichia coli K-12, Escherichia coli K-12 substr. MG1655
-
brenda
Shi, J.; Cao, X.; Chen, Y.; Cronan, J.; Guo, Z.
An atypical alpha/beta-hydrolase fold revealed in the crystal structure of pimeloyl-acyl carrier protein methyl esterase BioG from Haemophilus influenzae
Biochemistry
55
6705-6717
2016
Haemophilus influenzae (P44251), Haemophilus influenzae, Haemophilus influenzae ATCC 51907 (P44251)
brenda
Xue, Q.; Cui, Y.; Zheng, Q.; Zhang, H.
Molecular dynamics investigations of BioH protein substrate specificity for biotin synthesis
J. Biomol. Struct. Dyn.
34
1052-1060
2016
Shigella flexneri (Q83PW0), Shigella flexneri serotype 5b, 8401 (Q83PW0)
brenda
Cao, X.; Zhu, L.; Hu, Z.; Cronan, J.
Expression and activity of the BioH esterase of biotin synthesis is independent of genome context
Sci. Rep.
7
2141
2017
Pseudomonas aeruginosa PAO1, Escherichia coli K-12 (P13001)
brenda