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2-phenyl-3-butyn-2-yl acetate
2-phenyl-3-butyn-2-ol + acetate
-
-
-
?
3-methyl-1-pentyn-3-yl acetate + H2O
3-methyl-1-pentyn-3-ol + acetate
-
-
-
?
linalyl acetate + H2O
linalool + acetate
-
-
-
?
p-nitrophenol butanoate + H2O
p-nitrophenol + butanoate
-
-
-
?
p-nitrophenyl acetate + H2O
p-nitrophenol + acetate
-
-
-
?
t-butyl acetate + H2O
t-butanol + acetate
-
-
-
?
t-butyl-gamma-(t-butoxycarbonylamino)-butyrate + H2O
?
-
effective removal of t-butyl protecting group in organic synthesis
-
?
(+)-1,2-O-isopropylidenglycerol caprylate + H2O
(+)-1,2-O-isopropylidenglycerol + caprylate
-
-
-
-
?
(+/-)-1,2-O-isopropylidenglycerol butanoate + H2O
(+/-)-1,2-O-isopropylidenglycerol + butanoate
(-)-1,2-O-isopropylidenglycerol caprylate + H2O
(-)-1,2-O-isopropylidenglycerol + caprylate
(R)-naproxen methyl ester + H2O
(R)-naproxen + methanol
-
-
-
-
?
(S)-naproxen methyl ester + H2O
(S)-naproxen + methanol
2-naphthyl acetate + H2O
2-naphthol + acetate
-
-
-
-
?
2-phenyl-3-butyn-2-yl acetate + H2O
2-phenyl-3-butyn-2-ol + acetate
-
model substrate for study of enantioselectivity in the enzyme reaction, overview
-
?
3-methyl-1-pentyn-3-yl acetate + H2O
3-methyl-1-pentyn-3-ol + acetate
-
model substrate for study of enantioselectivity in the enzyme reaction, no enantioselectivity by the wild-type enzyme, overview
-
?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
-
-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
4-nitrophenyl butanoate + H2O
4-nitrophenol + butanoate
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
highest activity (100%)
-
-
?
4-nitrophenyl caproate + H2O
4-nitrophenol + caproate
4-nitrophenyl caprylate + H2O
4-nitrophenol + caprylate
4-nitrophenyl decanoate + H2O
4-nitrophenol + decanoate
about 30% activity compared to 4-nitrophenyl butyrate
-
-
?
4-nitrophenyl dodecanoate + H2O
4-nitrophenol + dodecanoate
about 20% activity compared to 4-nitrophenyl butyrate
-
-
?
4-nitrophenyl laurate + H2O
4-nitrophenol + laurate
-
30-35% of the activity with 4-nitrophenyl butanoate
-
?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
about 45% activity compared to 4-nitrophenyl butyrate
-
-
?
4-nitrophenyl propionate + H2O
4-nitrophenol + propionate
4-nitrophenyl valerate + H2O
4-nitrophenol + valerate
-
-
-
-
?
ethyl 2-hydroxy-4-phenylbutanoate + H2O
2-hydroxy-4-phenylbutanoate + ethanol
-
enantiopreference for (S)-isomer with enantiomeric excess of 80%
-
?
ethyl acetate + H2O
ethanol + acetate
-
-
-
-
?
ethyl propionate + H2O
ethanol + propionate
-
-
-
-
?
indoxyl acetate + H2O
indol-3-ol + acetate
-
-
-
-
?
isopropyl acetate + H2O
isopropanol + acetate
-
-
-
-
?
linalyl acetate + H2O
linalool + acetate
-
model substrate for study of enantioselectivity in the enzyme reaction, overview
-
?
n-butyl acetate + H2O
n-butanol + acetate
-
-
-
-
?
n-heptyl acetate + H2O
n-heptanol + acetate
-
-
-
-
?
n-hexyl acetate + H2O
n-hexanol + acetate
-
-
-
-
?
n-octyl acetate + H2O
n-octanol + acetate
-
-
-
-
?
n-pentyl acetate + H2O
n-pentanol + acetate
-
-
-
-
?
N-propyl acetate + H2O
n-propanol + acetate
-
-
-
-
?
phenyl acetate + H2O
phenol + acetate
-
-
-
-
?
Rac-ibuprofen methyl ester + H2O
Rac-ibuprofen + methanol
-
-
-
-
?
trans-permethrin + H2O
(1S,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid + (3-phenoxyphenyl)methanol
-
-
-
-
?
triacetin + H2O
?
-
-
-
-
?
triacetin + H2O
acetic acid + glycerol
about 65% of the activity with tributyrin
-
-
?
tributyrin + H2O
?
-
-
-
-
?
tributyrin + H2O
butanoate + glycerol
-
-
-
?
tricaproin + H2O
?
-
poor substrate
-
-
?
tricaprylin + H2O
?
-
poor substrate
-
-
?
additional information
?
-
(+/-)-1,2-O-isopropylidenglycerol butanoate + H2O
(+/-)-1,2-O-isopropylidenglycerol + butanoate
-
-
-
-
?
(+/-)-1,2-O-isopropylidenglycerol butanoate + H2O
(+/-)-1,2-O-isopropylidenglycerol + butanoate
-
no substrate for isoform CesB
-
-
?
(-)-1,2-O-isopropylidenglycerol caprylate + H2O
(-)-1,2-O-isopropylidenglycerol + caprylate
-
-
-
-
?
(-)-1,2-O-isopropylidenglycerol caprylate + H2O
(-)-1,2-O-isopropylidenglycerol + caprylate
-
no substrate for isoform CesB
-
-
?
(S)-naproxen methyl ester + H2O
(S)-naproxen + methanol
-
-
-
-
?
(S)-naproxen methyl ester + H2O
(S)-naproxen + methanol
-
i.e. (+)-(S)-2-(6-methoxy-2-naphthyl)propionic acid, 98% enantiomeric excess
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
-
-
-
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
-
92% of the activity with 4-nitrophenyl butanoate
-
?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
about 30% activity compared to 4-nitrophenyl butyrate
-
-
?
4-nitrophenyl butanoate + H2O
4-nitrophenol + butanoate
-
-
-
-
?
4-nitrophenyl butanoate + H2O
4-nitrophenol + butanoate
-
-
-
?
4-nitrophenyl caproate + H2O
4-nitrophenol + caproate
-
-
-
-
?
4-nitrophenyl caproate + H2O
4-nitrophenol + caproate
-
65% of the activity with 4-nitrophenyl butanoate
-
?
4-nitrophenyl caproate + H2O
4-nitrophenol + caproate
about 55% activity compared to 4-nitrophenyl butyrate
-
-
?
4-nitrophenyl caprylate + H2O
4-nitrophenol + caprylate
-
-
-
-
?
4-nitrophenyl caprylate + H2O
4-nitrophenol + caprylate
-
45% of the activity with 4-nitrophenyl butanoate
-
?
4-nitrophenyl propionate + H2O
4-nitrophenol + propionate
-
-
-
-
?
4-nitrophenyl propionate + H2O
4-nitrophenol + propionate
about 70% activity compared to 4-nitrophenyl butyrate
-
-
?
additional information
?
-
enzyme activity against tertiary alcohol esters is about 1000fold lower compared with secondary and primary alcohol esters. The enantioselectivity towards esters of tertiary alcohols is very low
-
-
?
additional information
?
-
-
enzyme activity against tertiary alcohol esters is about 1000fold lower compared with secondary and primary alcohol esters. The enantioselectivity towards esters of tertiary alcohols is very low
-
-
?
additional information
?
-
-
hydrolysis of amino acid esters
-
-
?
additional information
?
-
no substrate: triglycerides with chain length of C8 to C18
-
-
?
additional information
?
-
-
no substrate: triglycerides with chain length of C8 to C18
-
-
?
additional information
?
-
no activity with 4-nitrophenyl myristate and 4-nitrophenyl palmitate
-
-
?
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(S)-naproxen
nearly 80% of the initial activity is lost when 2.5 mM of (S)-naproxen is added to the reaction system
ascorbic acid
1 mM, 40% residual activity
Cu2+
1 mM, more than 70% loss of activity
Fe2+
1 mM, more than 70% loss of activity
phenylmethylsulfonyl fluoride
-
1 mM, complete inhibition
Ag+
-
1 mM, complete inhibition
Ag+
1 mM, more than 70% loss of activity
Fe3+
-
partial
Fe3+
1 mM, more than 70% loss of activity
Hg2+
-
HgCl2
Hg2+
-
1 mM, complete inhibition
sodium dodecylsulfate
0.1%, strong inhibition
sodium dodecylsulfate
-
0.1% w/V, 10% residual activity
Zn2+
-
1 mM, complete inhibition
Zn2+
1 mM, more than 70% loss of activity
additional information
-
not inhibitory: EDTA, EGTA, Li+, K+, NH4+, Mg2+, Triton X-100 at 0.1%, dimethylsulfoxide at 15%
-
additional information
not inhibitory: detergents CHAPS, Tween-20, Triton X-100 at 1%, or EDTA, dithiothreitol, 2-mercaptoethanol
-
additional information
-
not inhibitory: detergents CHAPS, Tween-20, Triton X-100 at 1%, or EDTA, dithiothreitol, 2-mercaptoethanol
-
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119
p-nitrophenyl acetate
pH 7.4
0.05
4-nitrophenyl acetate
-
37°C
0.004 - 0.045
4-nitrophenyl butanoate
0.008 - 0.077
4-nitrophenyl caproate
0.017
4-nitrophenyl caprylate
-
37°C
0.1 - 0.36
4-nitrophenyl valerate
0.23 - 0.57
4-yethylumbelliferyl acetate
0.01 - 0.014
trans-permethrin
0.196
Triacetin
pH 7.5, 22°C
2.22
tributyrin
pH 7.5, 22°C
0.004
4-nitrophenyl butanoate
-
37°C
0.045
4-nitrophenyl butanoate
pH 7.5, 22°C
0.008
4-nitrophenyl caproate
-
37°C
0.077
4-nitrophenyl caproate
pH 7.5, 22°C
0.1
4-nitrophenyl valerate
-
mutant L362D, 37°C, pH 7.4
0.15
4-nitrophenyl valerate
-
wild-type, 37°C, pH 7.4
0.26
4-nitrophenyl valerate
-
mutant L362A, 37°C, pH 7.4
0.36
4-nitrophenyl valerate
-
mutant L362R, 37°C, pH 7.4
0.23
4-yethylumbelliferyl acetate
-
mutant L362D, 37°C, pH 7.4
0.29
4-yethylumbelliferyl acetate
-
wild-type, 37°C, pH 7.4
0.43
4-yethylumbelliferyl acetate
-
mutant L362A, 37°C, pH 7.4
0.57
4-yethylumbelliferyl acetate
-
mutant L362R, 37°C, pH 7.4
0.01
trans-permethrin
-
mutant L362R, 37°C, pH 7.4
0.013
trans-permethrin
-
mutant L362A, 37°C, pH 7.4
0.014
trans-permethrin
-
mutant L362D, 37°C, pH 7.4
0.014
trans-permethrin
-
wild-type, 37°C, pH 7.4
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69 - 580
4-nitrophenyl valerate
57 - 150
4-yethylumbelliferyl acetate
0.5 - 2.9
trans-permethrin
69
4-nitrophenyl valerate
-
mutant L362R, 37°C, pH 7.4
270
4-nitrophenyl valerate
-
mutant L362E, 37°C, pH 7.4
300
4-nitrophenyl valerate
-
mutant L362A, 37°C, pH 7.4
580
4-nitrophenyl valerate
-
wild-type, 37°C, pH 7.4
57
4-yethylumbelliferyl acetate
-
mutant L362R, 37°C, pH 7.4
110
4-yethylumbelliferyl acetate
-
mutant L362E, 37°C, pH 7.4
140
4-yethylumbelliferyl acetate
-
wild-type, 37°C, pH 7.4
150
4-yethylumbelliferyl acetate
-
mutant L362A, 37°C, pH 7.4
0.5
trans-permethrin
-
mutant L362R, 37°C, pH 7.4
2.1
trans-permethrin
-
mutant L362A, 37°C, pH 7.4
2.2
trans-permethrin
-
mutant L362E, 37°C, pH 7.4
2.9
trans-permethrin
-
wild-type, 37°C, pH 7.4
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0.01
-
isoform CesB, substrate beta-naphthylacetate, pH 7.5, 32°C
0.03
-
isoform Cesb, substrate (R)-naproxen methyl ester, pH 7.5, 32°C
0.08
-
isoform CesA, substrate beta-naphthylacetate, pH 7.5, 32°C
0.1
-
substrate beta-naphthylacetate, pH 7.5, 32°C
0.17
-
isoform CesB, substrate (S)-naproxen methyl ester, pH 7.5, 32°C
0.55
-
isoform CesB, substrate Rac-ibuprofen methyl ester, pH 7.5, 32°C
20.9
-
substrate Rac-ibuprofen methyl ester, pH 7.5, 32°C
25.4
-
isoform CesA, substrate Rac-ibuprofen methyl ester, pH 7.5, 32°C
4.23
-
isoform CesA, substrate (S)-naproxen methyl ester, pH 7.5, 32°C
4.6
-
substrate (S)-naproxen methyl ester, pH 7.5, 32°C
0.04
-
isoform CesA, substrate (R)-naproxen methyl ester, pH 7.5, 32°C
0.04
-
substrate (R)-naproxen methyl ester, pH 7.5, 32°C
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Riefler III, J.F.; Higerd, T.B.
Characterization of intracellular esterase A from Bacillus subtilis
Biochim. Biophys. Acta
429
191-197
1976
Bacillus subtilis, Bacillus subtilis SR22
brenda
Henke, E.; Bornscheuer, U.T.; Schmid, R.D.; Pleiss, J.
A molecular mechanism of enantiorecognition of tertiary alcohols by carboxylesterases
ChemBioChem
4
485-493
2003
Bacillus subtilis, Sus scrofa
brenda
Droege, M.J.; Bos, R.; Boersma, Y.L.; Quax, W.J.
Comparison and functional characterization of three homologous intracellular carboxylesterases of Bacillus subtilis
J. Mol. Catal. B
32
261-270
2005
Bacillus subtilis, Bacillus subtilis 168, Bacillus subtilis Thai I-8
-
brenda
Kaiser, P.; Raina, C.; Parshad, R.; Johri, S.; Verma, V.; Andrabi, K.I.; Qazi, G.N.
A novel esterase from Bacillus subtilis (RRL 1789): purification and characterization of the enzyme
Protein Expr. Purif.
45
262-268
2006
Bacillus subtilis
brenda
Streit, T.M.; Borazjani, A.; Lentz, S.E.; Wierdl, M.; Potter, P.M.; Gwaltney, S.R.; Ross, M.K.
Evaluation of the side door in carboxylesterase-mediated catalysis and inhibition
Biol. Chem.
389
149-162
2008
Bacillus subtilis
brenda
Schmidt, M.; Henke, E.; Heinze, B.; Kourist, R.; Hidalgo, A.; Bornscheuer, U.T.
A versatile esterase from Bacillus subtilis: cloning, expression, characterization, and its application in biocatalysis
Biotechnol. J.
2
249-253
2007
Bacillus subtilis (P37967), Bacillus subtilis
brenda
Maqbool, Q.U.; Johri, S.; Rasool, S.; Riyaz-ul-Hassan, S.; Verma, V.; Nargotra, A.; Koul, S.; Qazi, G.N.
Molecular cloning of carboxylesterase gene and biochemical characterization of encoded protein from Bacillus subtilis (RRL BB1)
J. Biotechnol.
125
1-10
2006
Bacillus subtilis (Q4PNS3), Bacillus subtilis
brenda
Liu, X.; Xu, J.H.; Pan, J.; Zhao, J.
Efficient production of (S)-naproxen with (R)-substrate recycling using an overexpressed carboxylesterase BsE-NP01
Appl. Biochem. Biotechnol.
162
1574-1584
2010
Bacillus subtilis (D0EPY0), Bacillus subtilis ECU0554 (D0EPY0), Bacillus subtilis ECU0554
brenda