2-azabicyclo[2.2.1]hept-5-en-3-one

General

Type : Azabicyclo

Chemical_Nomenclature : 2-azabicyclo[2.2.1]hept-5-en-3-one

Canonical SMILES : C1C2C=CC1NC2=O

InChI : InChI=1S\/C6H7NO\/c8-6-4-1-2-5(3-4)7-6\/h1-2,4-5H,3H2,(H,7,8)

InChIKey : DDUFYKNOXPZZIW-UHFFFAOYSA-N

Other name(s) : 2-Azabicyclo[2.2.1]hept-5-en-3-one\  ||  3-azabicyclo[2.2.1]hept-5-en-2-one  ||  rac 2-Azabicyclo[2.2.1]hept-5-en-3-one  ||  (+\/-)-2-Azabicyclo[2.2.1]hept-5-en-3-one  ||  Vince lactam  ||  SCHEMBL548616


MW : 109.13

Formula : C6H7NO

CAS_number : 49805-30-3

PubChem : 548678

UniChem : DDUFYKNOXPZZIW-UHFFFAOYSA-N

Target

Structures : No structure

Families : Haloperoxidase

References (7)

Title : Dynamic kinetic resolution of Vince lactam catalyzed by gamma-lactamases: a mini-review - Zhu_2018_J.Ind.Microbiol.Biotechnol_45_1017
Author(s) : Zhu S , Zheng G
Ref : J Ind Microbiol Biotechnol , 45 :1017 , 2018
Abstract :
PubMedSearch : Zhu_2018_J.Ind.Microbiol.Biotechnol_45_1017
PubMedID: 30353294

Title : Green access to chiral Vince lactam in a buffer-free aqueous system using a newly identified substrate-tolerant (-)-gamma-lactamase - Yin_2016_Catal.Sci.Technol_6_6305
Author(s) : Gong Y , Zhang X-Y , Zheng G-W , Xu J-H
Ref : Catal Sci Technol , 6 :6305 , 2016
Abstract :
PubMedSearch : Yin_2016_Catal.Sci.Technol_6_6305
PubMedID:
Gene_locus related to this paper: strvt-d9xdn2

Title : Identification and Application of Enantiocomplementary Lactamases for Vince Lactam Derivatives - Assaf_2014_ChemCatChem_6_3909
Author(s) : Assaf Z , Eger E , Vitnik Z , Fabian WMF , Ribitsch D , Guebitz GM , Faber K , Hall M
Ref : ChemCatChem , 6 :2517 , 2014
Abstract :
PubMedSearch : Assaf_2014_ChemCatChem_6_3909
PubMedID:
Gene_locus related to this paper: psefl-cpoF

Title : Enzymatic preparation of optically pure (+)-2-azabicyclo[2.2.1]hept-5-en-3-one by (-)-gamma-lactamase from Bradyrhizobium japonicum USDA 6 - Zhu_2014_Bioorg.Med.Chem.Lett_24_4899
Author(s) : Zhu S , Ren L , Yu S , Gong C , Song D , Zheng G
Ref : Bioorganic & Medicinal Chemistry Lett , 24 :4899 , 2014
Abstract :
PubMedSearch : Zhu_2014_Bioorg.Med.Chem.Lett_24_4899
PubMedID: 25240615
Gene_locus related to this paper: brajp-BAL06612

Title : Promiscuous enantioselective (-)-gamma-lactamase activity in the Pseudomonas fluorescens esterase I - Torres_2012_Org.Biomol.Chem_10_3388
Author(s) : Torres LL , Schliessmann A , Schmidt M , Silva-Martin N , Hermoso JA , Berenguer J , Bornscheuer UT , Hidalgo A
Ref : Org Biomol Chem , 10 :3388 , 2012
Abstract :
PubMedSearch : Torres_2012_Org.Biomol.Chem_10_3388
PubMedID: 22359066
Gene_locus related to this paper: psefl-este

Title : The crystal structure of a (-) gamma-lactamase from an Aureobacterium species reveals a tetrahedral intermediate in the active site - Line_2004_J.Mol.Biol_338_519
Author(s) : Line K , Isupov MN , Littlechild JA
Ref : Journal of Molecular Biology , 338 :519 , 2004
Abstract :
PubMedSearch : Line_2004_J.Mol.Biol_338_519
PubMedID: 15081810
Gene_locus related to this paper: uncmi-Q8GJP7

Title : Development of the biocatalytic resolution of 2-azabicyclo[2.2.1]hept-5-en-3-one as an entry to single- enantiomer carbocyclic nucleosides - Taylor_1993_Tetrahedron.Asymmetry_4_1117
Author(s) : Stephen J C Taylor SJC , Raymond McCague R , Richard Wisdom R , Carol Lee C , Karea Dickson K , Graham Ruecroft G , Fergal O'Brien F , Jennifer Littlechild J , Jennifer Bevan J , Stanley M Roberts SM , Evans CT
Ref : Tetrahedron Asymmetry , 4 :1117 , 1993
Abstract :
PubMedSearch : Taylor_1993_Tetrahedron.Asymmetry_4_1117
PubMedID: