Epichlorohydrin

General

Type : Epoxide

Chemical_Nomenclature : 2-(chloromethyl)oxirane

Canonical SMILES : C1C(O1)CCl

InChI : InChI=1S\/C3H5ClO\/c4-1-3-2-5-3\/h3H,1-2H2

InChIKey : BRLQWZUYTZBJKN-UHFFFAOYSA-N

Other name(s) : 1-Chloro-2,3-epoxypropane, CHEMBL1421613, CHEBI:37144, ECH, (S)-ECH, (R)-ECH


MW : 92.52

Formula : C3H5ClO

CAS_number : 106-89-8

PubChem :

UniChem :

Iuphar :

Target

Families : Epoxide_hydrolase

References (16)

Title : Structural insights into the distinct substrate preferences of two bacterial epoxide hydrolases - Hwang_2024_Int.J.Biol.Macromol__130419
Author(s) : Hwang J , Lee MJ , Lee SG , Do H , Lee JH
Ref : Int J Biol Macromol , :130419 , 2024
PubMedID: 38423431
Gene_locus related to this paper: 9burk-a0a242m8j4 , 9hyph-a0a126p745

Title : An epoxide hydrolase from endophytic Streptomyces shows unique structural features and wide biocatalytic activity - Tormet-Gonzalez_2020_Acta.Crystallogr.D.Struct.Biol_76_868
Author(s) : Tormet-Gonzalez GD , Wilson C , de Oliveira GS , dos Santos JC , de Oliveira LG , Dias MVB
Ref : Acta Crystallographica D Struct Biol , 76 :868 , 2020
PubMedID: 32876062
Gene_locus related to this paper: strsq-b1eph2

Title : Enhanced catalytic efficiency and enantioselectivity of epoxide hydrolase from Agrobacterium radiobacter AD1 by iterative saturation mutagenesis for (R)-epichlorohydrin synthesis - Zou_2018_Appl.Microbiol.Biotechnol_102_733
Author(s) : Zou SP , Zheng YG , Wu Q , Wang ZC , Xue YP , Liu ZQ
Ref : Applied Microbiology & Biotechnology , 102 :733 , 2018
PubMedID: 29151159
Gene_locus related to this paper: agrra-echA

Title : Covalent immobilization of Agrobacterium radiobacter epoxide hydrolase on ethylenediamine functionalised epoxy supports for biocatalytical synthesis of (R)-epichlorohydrin - Zou_2016_Biotechnol.Lett_38_1579
Author(s) : Zou SP , Wang ZC , Qin C , Zheng YG
Ref : Biotechnol Lett , 38 :1579 , 2016
PubMedID: 27379653

Title : Engineering the epoxide hydrolase from Agromyces mediolanus for enhanced enantioselectivity and activity in the kinetic resolution of racemic epichlorohydrin - Xue_2015_RSC.Adv_5_31525
Author(s) : Xue F , Liu ZQ , Wan NW , Zhuab HQ , Zheng YG
Ref : RSC Adv , 5 :31525 , 2015
PubMedID:
Gene_locus related to this paper: agrme-a0a088b180

Title : A novel enantioselective epoxide hydrolase from Agromyces mediolanus ZJB120203: Cloning, characterization and application - Xue_2014_Process.Biochem_49_409
Author(s) : Feng Xue, Zhi-Qiang Liu, Shu-Ping Zou, Nan-Wei Wan, Wen-Yuan Zhu, Qing Zhu, Yu-Guo Zheng, , Xue F , Liu ZQ , Zou SP , Wan NW , Zhu WY , Zhu Q , Zheng YG
Ref : Process Biochemistry , 49 :409 , 2014
PubMedID:
Gene_locus related to this paper: agrme-a0a088b180

Title : Enantioselective Hydrolysis of Racemic and Meso-Epoxides with Recombinant Escherichia coli Expressing Epoxide Hydrolase from Sphingomonas sp. HXN-200: Preparation of Epoxides and Vicinal Diols in High ee and High Concentration - Wu_2013_ACS.Catal_3_752
Author(s) : Wu S , Li A , Chin YS , Li Z
Ref : ACS Catal , 3 :752 , 2013
PubMedID:
Gene_locus related to this paper: 9sphn-a0a191xv39

Title : Biosynthesis of (R)-epichlorohydrin at high substrate concentration by kinetic resolution of racemic epichlorohydrin with a recombinant epoxide hydrolase - Jin_2013_Eng.Life.Sci_13_385
Author(s) : Jin HX , Liu ZQ , Hu ZC , Zheng YG
Ref : Eng Life Sciences , 13 :385 , 2013
PubMedID:
Gene_locus related to this paper: agrra-echA

Title : Enantioselective hydrolysis of racemic epichlorohydrin using an epoxide hydrolase from Novosphingobium aromaticivorans - Woo_2010_J.Biosci.Bioeng_110_295
Author(s) : Woo JH , Hwang YO , Kang JH , Lee HS , Kim SJ , Kang SG
Ref : J Biosci Bioeng , 110 :295 , 2010
PubMedID: 20547378
Gene_locus related to this paper: novad-q2g620

Title : Biochemical characterization and transcriptional analysis of the epoxide hydrolase from white-rot fungus Phanerochaete chrysosporium - Li_2009_Acta.Biochim.Biophys.Sin.(Shanghai)_41_638
Author(s) : Li N , Zhang Y , Feng H
Ref : Acta Biochim Biophys Sin (Shanghai) , 41 :638 , 2009
PubMedID: 19657565
Gene_locus related to this paper: phach-b0fsq0

Title : A cold-adapted epoxide hydrolase from a strict marine bacterium, Sphingophyxis alaskensis - Kang_2008_J.Microbiol.Biotechnol_18_1445
Author(s) : Kang JH , Woo JH , Kang SG , Hwang YO , Kim SJ
Ref : J Microbiol Biotechnol , 18 :1445 , 2008
PubMedID: 18756107
Gene_locus related to this paper: 9sphn-q3vax0

Title : Active site engineering of the epoxide hydrolase from Agrobacterium radiobacter AD1 to enhance aerobic mineralization of cis-1,2-dichloroethylene in cells expressing an evolved toluene ortho-monooxygenase - Rui_2004_J.Biol.Chem_279_46810
Author(s) : Rui L , Cao L , Chen W , Reardon KF , Wood TK
Ref : Journal of Biological Chemistry , 279 :46810 , 2004
PubMedID: 15347647
Gene_locus related to this paper: agrra-echA

Title : Directed evolution of epoxide hydrolase from A. radiobacter toward higher enantioselectivity by error-prone PCR and DNA shuffling - van Loo_2004_Chem.Biol_11_981
Author(s) : van Loo B , Spelberg JH , Kingma J , Sonke T , Wubbolts MG , Janssen DB
Ref : Chemical Biology , 11 :981 , 2004
PubMedID: 15271356
Gene_locus related to this paper: agrra-echA

Title : Primary structure and catalytic mechanism of the epoxide hydrolase from Agrobacterium radiobacter AD1 - Rink_1997_J.Biol.Chem_272_14650
Author(s) : Rink R , Fennema M , Smids M , Dehmel U , Janssen DB
Ref : Journal of Biological Chemistry , 272 :14650 , 1997
PubMedID: 9169427
Gene_locus related to this paper: agrra-echA

Title : Characterization of the epoxide hydrolase from an epichlorohydrin-degrading Pseudomonas sp - Jacobs_1991_Eur.J.Biochem_202_1217
Author(s) : Jacobs MH , Van den Wijngaard AJ , Pentenga M , Janssen DB
Ref : European Journal of Biochemistry , 202 :1217 , 1991
PubMedID: 1662605

Title : Evaluation of epichlorohydrin (ECH) genotoxicity. Microsomal epoxide hydrolase-dependent deactivation of ECH mutagenicity in Schizosaccharomyces pombe in vitro - Rossi_1983_Mutat.Res_109_41
Author(s) : Rossi AM , Migliore L , Loprieno N , Romano M , Salmona M
Ref : Mutat Res , 109 :41 , 1983
PubMedID: 6835236