| Name | epoxide hydrolase |
|---|---|
| Synonyms | EPHX; EPHX 1; EPHX1; EPHX1 protein; EPOX; Epoxide hydratase; Epoxide hydrolase; Epoxide hydrolase 1… |
| Name | nitrostyrene |
|---|---|
| CAS | 4-(2-nitro-1-propenyl)phenyl thiocyanate |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 18406355 | van Loo B, Permentier HP, Kingma J, Baldascini H, Janssen DB: Inactivation of epoxide hydrolase by catalysis-induced formation of isoaspartate. FEBS Lett. 2008 May 14;582(11):1581-6. Epub 2008 Apr 10. A mutant of Agrobacterium radiobacter epoxide hydrolase, in which the residue that flanks the invariant catalytic nucleophile is replaced by a exhibited inactivation during conversion when the (R)-enantiomer of para-nitrostyrene epoxide was used as substrate. |
34(0,1,1,4) | Details |
| 10406946 | Morisseau C, Archelas A, Guitton C, Faucher D, Furstoss R, Baratti JC: Purification and characterization of a highly enantioselective epoxide hydrolase from Aspergillus niger. Eur J Biochem. 1999 Jul;263(2):386-95. The epoxide hydrolase from Aspergillus niger was purified to homogeneity using a four-step procedure and p-nitrostyrene oxide (pNSO) as substrate. |
32(0,1,1,2) | Details |
| 6812568 | Wackett LP, Gibson DT: Metabolism of xenobiotic compounds by enzymes in cell extracts of the fungus Cunninghamella elegans. Biochem J. 1982 Jul 1;205(1):117-22. Epoxide hydrolase activity was determined with p-nitrostyrene oxide as substrate and was shown to be associated with the 100 000 g pellet obtained from disrupted mycelia. |
32(0,1,1,2) | Details |
| 3116723 | Monroe DH, Eaton DL: Comparative effects of butylated hydroxyanisole on hepatic in vivo DNA binding and in vitro biotransformation of in the rat and mouse. Toxicol Appl Pharmacol. 1987 Sep 30;90(3):401-9. Epoxide hydrolase activity toward p-nitrostyrene oxide in mice was only 52% of the activity in rats. |
8(0,0,1,3) | Details |
| 18623555 | Nellaiah H, Morisseau C, Archelas A, Furstoss R, Baratti JC: Enantioselective hydrolysis of p-nitrostyrene oxide by an epoxide hydrolase preparation from Aspergillus niger. Biotechnol Bioeng. 1996 Jan 5;49(1):70-7. |
7(0,0,1,2) | Details |
| 12882165 | Yeates CA, van Dyk MS, Botes AL, Breytenbach JC, Krieg HM: Biocatalysis of nitro substituted styrene oxides by non-conventional yeasts. Biotechnol Lett. 2003 May;25(9):675-80. Epoxide hydrolase activity for p-nitrostyrene oxide (pNSO) (177 strains) and m-nitrostyrene oxide (mNSO) (148 strains) was widespread in the yeasts, while activity for o-nitrostyrene oxide (oNSO) was less ubiquitous (22 strains). |
6(0,0,1,1) | Details |
| 17317214 | Liu Y, Wu S, Wang J, Yang L, Sun W: Cloning, expression, purification, and characterization of a novel epoxide hydrolase from Aspergillus niger SQ-6. Protein Expr Purif. 2007 Jun;53(2):239-46. Epub 2006 Jun 27. The K (m), k (cat) and maximal velocity (V (max)) for p-nitrostyrene oxide are determined to be 1.02mM, 172s (-1) and 231micromol min (-1) mg (-1), respectively. |
5(0,0,0,5) | Details |
| 10820034 | Rink R, Kingma J, Lutje Spelberg JH, Janssen DB: residues serve as donor in the catalytic mechanism of epoxide hydrolase from Agrobacterium radiobacter. Biochemistry. 2000 May 9;39(18):5600-13. Mutation of Tyr215 to and and mutation of Tyr152 to resulted in mutant enzymes of which the k (cat) values were only 2-4-fold lower than for wild-type enzyme, whereas the K (m) values for the (R)-enantiomers of styrene oxide and p-nitrostyrene oxide were 3 orders of magnitude higher than the K (m) values of wild-type enzyme, showing that the alkylation half-reaction is severely affected by the mutations. |
4(0,0,0,4) | Details |
| 6185139 | Wang P, Meijer J, Guengerich FP: Purification of human liver cytosolic epoxide hydrolase and comparison to the microsomal enzyme. Biochemistry. 1982 Nov 9;21(23):5769-76. Epoxide hydrolase (EC 3.3.2.3) was purified to electrophoretic homogeneity from human liver cytosol by using hydrolytic activity toward trans-8-ethylstyrene 7,8-oxide (TESO) as an assay. Purified cytosolic TESO hydrolase catalyzes the hydrolysis of cis-8-ethylstyrene 7,8-oxide 10 times more rapidly than does the microsomal enzyme, catalyzes the hydrolysis of TESO and trans-stilbene oxide as rapidly as the microsomal enzyme, but catalyzes the hydrolysis of styrene 7,8-oxide, p-nitrostyrene 7,8-oxide, and naphthalene 1,2-oxide much less effectively than does the microsomal enzyme. |
4(0,0,0,4) | Details |
| 11714507 | Bhatnagar T, Manoj KM, Baratti JC: A spectrophotometric method to assay epoxide hydrolase activity. J Biochem Biophys Methods. 2001 Dec 4;50(1):1-13. |
3(0,0,0,3) | Details |
| 16343776 | Kotik M, Kyslik P: Purification and characterisation of a novel enantioselective epoxide hydrolase from Aspergillus niger M200. Biochim Biophys Acta. 2006 Feb;1760(2):245-52. Epub 2005 Nov 28. The enzyme has a broad substrate specificity with highest specificities towards tert-butyl glycidyl ether, para-nitrostyrene oxide, benzyl glycidyl ether, and styrene oxide. |
2(0,0,0,2) | Details |
| 16597154 | Xu W, Xu JH, Pan J, Gu Q, Wu XY: Enantioconvergent hydrolysis of styrene epoxides by newly discovered epoxide hydrolases in mung bean. Org Lett. 2006 Apr 13;8(8):1737-40. Their regioselectivity coefficients are more than 90% for the p-nitrostyrene oxide. |
2(0,0,0,2) | Details |
| 19452475 | Naundorf A, Melzer G, Archelas A, Furstoss R, Wohlgemuth R: Influence of pH on the expression of a recombinant epoxide hydrolase in Aspergillus niger. Biotechnol J. 2009 May;4(5):756-65. The production of EH was highest (1000 U/L for p-nitrostyrene oxide) under acidic fermentation conditions (pH value of about 3). |
1(0,0,0,1) | Details |