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 : 7835
UniChem : BRLQWZUYTZBJKN-UHFFFAOYSA-N
Target
Structures : No structure
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 |
| Abstract : |
| PubMedSearch : Hwang_2024_Int.J.Biol.Macromol__130419 |
| 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 |
| Abstract : |
| PubMedSearch : Tormet-Gonzalez_2020_Acta.Crystallogr.D.Struct.Biol_76_868 |
| 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 |
| Abstract : |
| PubMedSearch : Zou_2018_Appl.Microbiol.Biotechnol_102_733 |
| 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 |
| Abstract : |
| PubMedSearch : Zou_2016_Biotechnol.Lett_38_1579 |
| 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 |
| Abstract : |
| PubMedSearch : Xue_2015_RSC.Adv_5_31525 |
| 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 |
| Abstract : |
| PubMedSearch : Xue_2014_Process.Biochem_49_409 |
| 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 |
| Abstract : |
| PubMedSearch : Wu_2013_ACS.Catal_3_752 |
| 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 |
| Abstract : |
| PubMedSearch : Jin_2013_Eng.Life.Sci_13_385 |
| 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 |
| Abstract : |
| PubMedSearch : Woo_2010_J.Biosci.Bioeng_110_295 |
| 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 |
| Abstract : |
| PubMedSearch : Li_2009_Acta.Biochim.Biophys.Sin.(Shanghai)_41_638 |
| 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 |
| Abstract : |
| PubMedSearch : Kang_2008_J.Microbiol.Biotechnol_18_1445 |
| 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 |
| Abstract : |
| PubMedSearch : Rui_2004_J.Biol.Chem_279_46810 |
| 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 |
| Abstract : |
| PubMedSearch : van Loo_2004_Chem.Biol_11_981 |
| 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 |
| Abstract : |
| PubMedSearch : Rink_1997_J.Biol.Chem_272_14650 |
| 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 |
| Abstract : |
| PubMedSearch : Jacobs_1991_Eur.J.Biochem_202_1217 |
| 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 |
| Abstract : |
| PubMedSearch : Rossi_1983_Mutat.Res_109_41 |
| PubMedID: 6835236 |