7-Aminocephalosporanic-acid

General

Type : Natural || Antibiotic || Azabicyclo

Chemical_Nomenclature : (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Canonical SMILES : CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O

InChI : InChI=1S\/C10H12N2O5S\/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16\/h6,9H,2-3,11H2,1H3,(H,15,16)\/t6-,9-\/m1\/s1

InChIKey : HSHGZXNAXBPPDL-HZGVNTEJSA-N

Other name(s) : 7-Aminocephalosporanic acid, 957-68-6, 7-ACA, 7-Aminocephalosporinic acid, CHEBI:2255, (7R)-7-Aminocephalosporanate


MW : 272.27

Formula : C10H12N2O5S

CAS_number :

PubChem :

UniChem :

Iuphar :

Target

References (11)

Title : Characterization of EstZY: A new acetylesterase with 7-aminocephalosporanic acid deacetylase activity from Alicyclobacillus tengchongensis - Ding_2020_Int.J.Biol.Macromol_148_333
Author(s) : Ding J , Zhou Y , Zhu H , Deng M , Gao Y , Yang Y , Huang Z
Ref : Int J Biol Macromol , 148 :333 , 2020
Abstract : Ding_2020_Int.J.Biol.Macromol_148_333
ESTHER : Ding_2020_Int.J.Biol.Macromol_148_333
PubMedSearch : Ding_2020_Int.J.Biol.Macromol_148_333
PubMedID: 31954783
Gene_locus related to this paper: 9bacl-a0a6g6c491

Title : Identification and characterization of an acetyl esterase from Paenibacillus sp. XW-6-66 and its novel function in 7-aminocephalosporanic acid deacetylation - Ding_2019_Biotechnol.Lett_41_1059
Author(s) : Ding J , Zhou Y , Zhu H , Deng M , Long L , Yang Y , Wu Q , Huang Z
Ref : Biotechnol Lett , 41 :1059 , 2019
Abstract : Ding_2019_Biotechnol.Lett_41_1059
ESTHER : Ding_2019_Biotechnol.Lett_41_1059
PubMedSearch : Ding_2019_Biotechnol.Lett_41_1059
PubMedID: 31302814
Gene_locus related to this paper: 9bacl-7ACAaes

Title : Crystal structure and functional characterization of a cold-active acetyl xylan esterase (PbAcE) from psychrophilic soil microbe Paenibacillus sp - Park_2018_PLoS.One_13_e0206260
Author(s) : Park SH , Yoo W , Lee CW , Jeong CS , Shin SC , Kim HW , Park H , Kim KK , Kim TD , Lee JH
Ref : PLoS ONE , 13 :e0206260 , 2018
Abstract : Park_2018_PLoS.One_13_e0206260
ESTHER : Park_2018_PLoS.One_13_e0206260
PubMedSearch : Park_2018_PLoS.One_13_e0206260
PubMedID: 30379876
Gene_locus related to this paper: 9mico-6AGQ

Title : Role of an N-terminal extension in stability and catalytic activity of a hyperthermostable alpha\/beta hydrolase fold esterase - Singh_2017_Protein.Eng.Des.Sel_30_559
Author(s) : Singh MK , Shivakumaraswamy S , Gummadi SN , Manoj N
Ref : Protein Engineering Des Sel , 30 :559 , 2017
Abstract : Singh_2017_Protein.Eng.Des.Sel_30_559
ESTHER : Singh_2017_Protein.Eng.Des.Sel_30_559
PubMedSearch : Singh_2017_Protein.Eng.Des.Sel_30_559
PubMedID: 28967962
Gene_locus related to this paper: thema-TM0077

Title : An extended loop in CE7 carbohydrate esterase family is dispensable for oligomerization but required for activity and thermostability - Singh_2016_J.Struct.Biol_194_434
Author(s) : Singh MK , Manoj N
Ref : J Struct Biol , 194 :434 , 2016
Abstract : Singh_2016_J.Struct.Biol_194_434
ESTHER : Singh_2016_J.Struct.Biol_194_434
PubMedSearch : Singh_2016_J.Struct.Biol_194_434
PubMedID: 27085421
Gene_locus related to this paper: thema-TM0077

Title : A novel cephalosporin deacetylating acetyl xylan esterase from Bacillus subtilis with high activity toward cephalosporin C and 7-aminocephalosporanic acid - Tian_2014_Appl.Microbiol.Biotechnol_98_2081
Author(s) : Tian Q , Song P , Jiang L , Li S , Huang H
Ref : Applied Microbiology & Biotechnology , 98 :2081 , 2014
Abstract : Tian_2014_Appl.Microbiol.Biotechnol_98_2081
ESTHER : Tian_2014_Appl.Microbiol.Biotechnol_98_2081
PubMedSearch : Tian_2014_Appl.Microbiol.Biotechnol_98_2081
PubMedID: 23828600

Title : The structural basis for the narrow substrate specificity of an acetyl esterase from Thermotoga maritima - Hedge_2012_Biochim.Biophys.Acta_1824_1024
Author(s) : Hedge MK , Gehring AM , Adkins CT , Weston LA , Lavis LD , Johnson RJ
Ref : Biochimica & Biophysica Acta , 1824 :1024 , 2012
Abstract : Hedge_2012_Biochim.Biophys.Acta_1824_1024
ESTHER : Hedge_2012_Biochim.Biophys.Acta_1824_1024
PubMedSearch : Hedge_2012_Biochim.Biophys.Acta_1824_1024
PubMedID: 22659119
Gene_locus related to this paper: thema-TM0077

Title : A colorimetric assay for the determination of acetyl xylan esterase or cephalosporin C acetyl esterase activities using 7-amino cephalosporanic acid, cephalosporin C, or acetylated xylan as substrate - Martinez-Martinez_2007_Anal.Biochem_369_210
Author(s) : Martinez-Martinez I , Montoro-Garcia S , Lozada-Ramirez JD , Sanchez-Ferrer A , Garcia-Carmona F
Ref : Analytical Biochemistry , 369 :210 , 2007
Abstract : Martinez-Martinez_2007_Anal.Biochem_369_210
ESTHER : Martinez-Martinez_2007_Anal.Biochem_369_210
PubMedSearch : Martinez-Martinez_2007_Anal.Biochem_369_210
PubMedID: 17651681

Title : Batch production of deacetyl 7-aminocephalosporanic acid by immobilized cephalosporin-C deacetylase - Takimoto_2004_Appl.Microbiol.Biotechnol_65_263
Author(s) : Takimoto A , Takakura T , Tani H , Yagi S , Mitsushima K
Ref : Applied Microbiology & Biotechnology , 65 :263 , 2004
Abstract : Takimoto_2004_Appl.Microbiol.Biotechnol_65_263
ESTHER : Takimoto_2004_Appl.Microbiol.Biotechnol_65_263
PubMedSearch : Takimoto_2004_Appl.Microbiol.Biotechnol_65_263
PubMedID: 15069587
Gene_locus related to this paper: bacsu-CAH

Title : Isolation, analysis, and expression of two genes from Thermoanaerobacterium sp. strain JW\/SL YS485: a beta-xylosidase and a novel acetyl xylan esterase with cephalosporin C deacetylase activity - Lorenz_1997_J.Bacteriol_179_5436
Author(s) : Lorenz WW , Wiegel J
Ref : Journal of Bacteriology , 179 :5436 , 1997
Abstract : Lorenz_1997_J.Bacteriol_179_5436
ESTHER : Lorenz_1997_J.Bacteriol_179_5436
PubMedSearch : Lorenz_1997_J.Bacteriol_179_5436
PubMedID: 9286998
Gene_locus related to this paper: thesj-AXE1

Title : Physical properties and kinetic behavior of a cephalosporin acetylesterase produced by Bacillus subtilis - Abbott_1975_Appl.Microbiol_30_413
Author(s) : Abbott BJ , Fukuda D
Ref : Appl Microbiol , 30 :413 , 1975
Abstract : Abbott_1975_Appl.Microbiol_30_413
ESTHER : Abbott_1975_Appl.Microbiol_30_413
PubMedSearch : Abbott_1975_Appl.Microbiol_30_413
PubMedID: 241292