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EC Tree
IUBMB Comments Acts on short-chain acyl esters of 4-methylumbelliferone, but not on naphthyl, indoxyl or thiocholine esters.
The taxonomic range for the selected organisms is: Homo sapiens The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
ested, serine thioesterase,
more
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S-formylglutathione hydrolase
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esterase D
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hydrolysis of carboxylic ester
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4-methylumbelliferyl-acetate acylhydrolase
Acts on short-chain acyl esters of 4-methylumbelliferone, but not on naphthyl, indoxyl or thiocholine esters.
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1-naphthyl acetate + H2O
1-naphthol + acetate
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-
-
-
?
2-naphthyl acetate + H2O
2-naphthol + acetate
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-
-
-
?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
4-methylumbelliferyl butyrate + H2O
4-methylumbelliferone + butyrate
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-
-
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?
4-nitrophenyl acetate + H2O
4-nitrophenol + acetate
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-
-
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?
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
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-
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?
naphthyl acetate + H2O
naphthol + acetate
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-
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?
additional information
?
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acts on short chain acyl esters of 4-methylumbelliferone, but not on naphthyl, indoxyl or thiocholine esters
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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-
-
?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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-
-
?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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esterase D is identical to sialic acid-specific O-acetylesterase, which appears to be involved in the recycling of O-acetylated sialic acid molecules
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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hydrolysis via formation of covalent, negatively charged enzyme-substrate tetrahydral intermediate: nucleophilic attack of S149 on carbonyl moiety after activation by H260, intermediate stabilized in oxyanion hole by M150 and L54, H260 stabilized by D226, release of alcohol followed by nucleophilic attack of water molecule at the acidic moiety and release of acetate
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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2 min, 25°C, pH 7.4
reaction stop by citric acid, quantification at 460 nm
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?
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4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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-
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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-
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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esterase D is identical to sialic acid-specific O-acetylesterase, which appears to be involved in the recycling of O-acetylated sialic acid molecules
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?
4-methylumbelliferyl acetate + H2O
4-methylumbelliferone + acetate
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hydrolysis via formation of covalent, negatively charged enzyme-substrate tetrahydral intermediate: nucleophilic attack of S149 on carbonyl moiety after activation by H260, intermediate stabilized in oxyanion hole by M150 and L54, H260 stabilized by D226, release of alcohol followed by nucleophilic attack of water molecule at the acidic moiety and release of acetate
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?
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Dansylglutamylglycylarginyl chloromethyl ketone
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weak
diisopropyl fluorophosphate
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phenylmethylsulfonyl fluoride
additional information
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relatively insensitive to: 4-nitrophenyl phosphate and acetozolamide
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F-
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NaF, weak
phenylmethylsulfonyl fluoride
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phenylmethylsulfonyl fluoride
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weak
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Neoplasms
Interventions to Promote Resilience in Cancer Patients.
Uveitis
Proteomic surveillance of retinal autoantigens in endogenous uveitis: implication of esterase D and brain-type creatine kinase as novel autoantigens.
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2.5 - 3.1
1-naphthyl acetate
2.9 - 4
2-naphthyl acetate
0.067
4-Methylumbelliferyl butyrate
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pH 5.2, 37°C, isoenzymes Es D1 and Es D2
0.9
4-nitrophenyl acetate
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pH 5.2, 37°C, isoenzymes Es D1 and Es D2
0.55 - 0.83
4-nitrophenyl butyrate
0.01 - 0.03
4-yethylumbelliferyl acetate
1.7
Naphthyl acetate
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pH 6.0, 23°C
2.5
1-naphthyl acetate
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pH 5.2, 37°C, isoenzyme Es D1
3.1
1-naphthyl acetate
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pH 5.2, 37°C, isoenzyme Es D2
2.9
2-naphthyl acetate
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pH 5.2, 37°C, isoenzyme Es D2
4
2-naphthyl acetate
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pH 5.2, 37°C, isoenzyme Es D1
0.55
4-nitrophenyl butyrate
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pH 5.2, 37°C, isoenzyme Es D1n
0.83
4-nitrophenyl butyrate
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pH 5.2, 37°C, isoenzyme Es D2
0.01
4-yethylumbelliferyl acetate
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pH 6.0, 23°C
0.022
4-yethylumbelliferyl acetate
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25°C, isoenzymes Es D1 and Es D2
0.03
4-yethylumbelliferyl acetate
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pH 5.2, 37°C, isoenzymes Es D1 and Es D2
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additional information
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additional information
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additional information
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5 - 5.5
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methylumbelliferyl acetate, methylumbelliferyl butyrate
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5 - 9.5
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pH 5: about 40% of activity maximum, pH 9.5: about 30% of activity maximum
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brenda
2 new variants of enzyme
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brenda
3 isoenzymes: Es D1, Es D2-1, Es D2
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brenda
healthy individuals or patients with endogenous uveitis
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brenda
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autoantibodies detectable in patients with Behcets disease (BD, 25%), Vogt-Koyanagi-Harada disease (VKH, 25%), and sarcoidosis (17.6%)
brenda
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additional information
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proteomic analysis of bone marrow and peripheral blood mononuclear cells in acute myeloid leukemia patients and healthy subjects
brenda
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ESTD_HUMAN
282
0
31463
Swiss-Prot
other Location (Reliability: 3 )
EST1_HUMAN
567
0
62521
Swiss-Prot
Secretory Pathway (Reliability: 2 )
EST2_HUMAN
559
0
61807
Swiss-Prot
Mitochondrion (Reliability: 5 )
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27000
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isoenzyme Es D1 and Es D2, gel filtration
34000
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1 * 34000, isoenzyme Es D1 and Es D2, SDS-PAGE
35000
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2 * 35000, isoenzyme Es D1 and Es D2, SDS-PAGE with or without 2-mercaptoethanol
76000
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isoenzyme Es D1 and Es D2, gel filtration
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monomer
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1 * 34000, isoenzyme Es D1 and Es D2, SDS-PAGE
dimer
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homodimeric forms: Es D1 and Es D2, heterodimeric form: Es D2-1, two-dimensional isoelectric focusing
dimer
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2 * 35000, isoenzyme Es D1 and Es D2, SDS-PAGE with or without 2-mercaptoethanol
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additional information
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isoenzymes contain very little if any carbohydrate
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hanging drop: 16°C, 3 days, reservoir solution: sodium citrate pH 5.6, 200 mM ammonium acetate, 30% (w/v) polyethylene glycol (PEG) 4000, crystal: space group P2(1), unit cell parameters: a: 51.54, b: 70.72, c: 65.01, alpha: 90°, beta: 108.84°, gamma: 90°, 2 molecules in the asymmetric unit, molecular replacement using PDB: 1PV1, co-crystallization and soaking with substrate failed, structure: several insertions in canonical alpha/beta-hydrolase fold, GxSxG motif, active site in positively charged cleft including residues S149, D226, and H260, and aromatic residues (H148, F172 W183, F228, H260, Y262) lined at the surface, catalysis mediated by residues S153, H264, and D230, oxyanion hole formed by e.g. L54 and M150
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D226A
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4.3% of wild-type activity
D226N
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9% of wild-type activity
H260A
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3% of wild-type activity
H260Q
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1.3% of wild-type activity
L54A
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83% of wild-type activity
M150
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162% of wild-type activity, possibly due to reduced steric hindrance
S149A
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catalytically inactive
S149T
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1.3% of wild-type activity
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40
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15 min, about 25% loss of activity
50
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15 min, about 40% loss of activity
70
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15 min, about 75% loss of activity
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by nickel-affinity chromatography (elution: 300 mM imidazole) followed by cleavage of His-tag by tobacco etch virus (TEV) protease, a second nickel-affinity chromatography, and size-exclusion chromatography (Superdex G75) in presence of 1 mM dithiothreitol
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isoenzyme Es D1 and Es D2
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partial, esterase D is identical to sialic acid-specific O-acetylesterase
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from brain cDNA in pMCSG7 for inducible expression with N-terminal hexa-His-tag in Escherichia coli BL21(DE3)
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medicine
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enzyme should serve as a genetic marker of retinoblstome
molecular biology
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studying the physiological role
diagnostics
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assisting early retinoblastoma diagnosis
diagnostics
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esterase D and gamma 1 actin level might predict results of induction therapy and be used as biomarker in patients with acute myeloid leukemia without and with maturation
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Okada, Y.; Wakabayashi, K.
Purification and characterization of esterases D-1 and D-2 from human erythrocytes
Arch. Biochem. Biophys.
263
130-136
1988
Homo sapiens
brenda
Hopkinson, D.A.; Mestriner, M.A.; Cortner, J.; Harris, H.
Esterase D: a new human polymorphism
Ann. Hum. Genet.
37
119-137
1973
Homo sapiens
brenda
Weidinger, S.; Henke, J.
Two new esterase D (ESD) variants revealed by isoelectric focusing in agarose gel
Electrophoresis
9
429-432
1988
Homo sapiens
brenda
Alonso, A.; Visedo, G.; Sancho, M.; Fernandez-Piqueras, J.
Identification of human esterase D subunits from the homodimeric and heterodimeric forms of five phenotypes by a new two-dimensional isoelectric focusing method
Electrophoresis
12
348-351
1991
Homo sapiens
brenda
Matsuo, K.; Kobayashi, K.; Hagiwara, K.; Kajii, T.
Purification and characterization of esterases D1 and D2 from human erythrocytes. Evidence that they are monomers
Eur. J. Biochem.
153
217-222
1985
Homo sapiens
brenda
Varki, A.; Muchmore, E.; Diaz, S.
A sialic acid-specific O-acetylesterase in human erythrocytes: possible identity with esterase D, the genetic marker of retinoblastomas and Wilson disease
Proc. Natl. Acad. Sci. USA
83
882-886
1986
Homo sapiens
brenda
Lee, W.H.; Wheatley, W.; Benedict, W.F.; Huang, C.M.
Purification, biochemical characterization, and biological function of human esterase D
Proc. Natl. Acad. Sci. USA
83
6790-6794
1986
Homo sapiens
brenda
Lee, E.Y.H.; Lee, W.H.
Molecular cloning of the human esterase D gene, a genetic marker of retinoblastoma
Proc. Natl. Acad. Sci. USA
83
6337-6341
1986
Homo sapiens
brenda
Wu, D.; Li, Y.; Song, G.; Zhang, D.; Shaw, N.; Liu, Z.J.
Crystal structure of human esterase D: a potential genetic marker of retinoblastoma
FASEB J.
23
1441-1446
2009
Homo sapiens
brenda
Okunuki, Y.; Usui, Y.; Kezuka, T.; Hattori, T.; Masuko, K.; Nakamura, H.; Yudoh, K.; Goto, H.; Usui, M.; Nishioka, K.; Kato, T.; Takeuchi, M.
Proteomic surveillance of retinal autoantigens in endogenous uveitis: implication of esterase D and brain-type creatine kinase as novel autoantigens
Mol. Vis.
14
1094-1104
2008
Homo sapiens, Mus musculus
brenda
Kazmierczak, M.; Luczak, M.; Lewandowski, K.; Handschuh, L.; Czyz, A.; Jarmuz, M.; Gniot, M.; Michalak, M.; Figlerowicz, M.; Komarnicki, M.
Esterase D and gamma 1 actin level might predict results of induction therapy in patients with acute myeloid leukemia without and with maturation
Med. Oncol.
30
725
2013
Homo sapiens
brenda