CMP-MeCyC

Cyclosarin analogue. Fluorogenic organophosphate diesters that produce fluorescence emission upon hydrolysis.The first ester is ethyl (E), isopropyl (I), cyclohexyl (C) or pinacoyl (P) analogous to the structure of VX, Sarin, Cyclosarin, and Soman respectively. The fluorescent ester is 3-cyano-4-methyl-7-hydroxy coumarin (MeCyC) or 1,3-dichloro-7-hydroxy-9,9-dimethyl-9H-acridin-2-one (DDAO)

General

Type : Organophosphate,Flu-OP,Nerve Agent G-series,Surrogate OP,Coumarin,Derivative of Sarin

Chemical_Nomenclature : 7-[cyclohexyloxy(methyl)phosphoryl]oxy-4-methyl-2-oxochromene-3-carbonitrile

Canonical SMILES : CC1=C(C(=O)OC2=C1C=CC(=C2)OP(=O)(C)OC3CCCCC3)C#N

InChI : InChI=1S\/C18H20NO5P\/c1-12-15-9-8-14(10-17(15)22-18(20)16(12)11-19)24-25(2,21)23-13-6-4-3-5-7-13\/h8-10,13H,3-7H2,1-2H3

InChIKey : TVZHLDDYQNBRID-UHFFFAOYSA-N

Other name(s) : CMP-coumarin,methylphosphonic acid 3-cyano-7-hydroxy-4-mehtyl-2oxo-2H-coumarin-7-yl ester cyclohexyl ester


MW : 361.33

Formula : C18H20NO5P

CAS_number :

PubChem : 49795038

UniChem : TVZHLDDYQNBRID-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : CMP-MeCyC ligand of proteins in family: ACHE

Stucture :

Protein :

References (3)

Title : Evolved stereoselective hydrolases for broad-spectrum G-type nerve agent detoxification - Goldsmith_2012_Chem.Biol_19_456
Author(s) : Goldsmith M , Ashani Y , Simo Y , Ben-David M , Leader H , Silman I , Sussman JL , Tawfik DS
Ref : Chemical Biology , 19 :456 , 2012
Abstract : Goldsmith_2012_Chem.Biol_19_456
ESTHER : Goldsmith_2012_Chem.Biol_19_456
PubMedSearch : Goldsmith_2012_Chem.Biol_19_456
PubMedID: 22520752

Title : Asymmetric fluorogenic organophosphates for the development of active organophosphate hydrolases with reversed stereoselectivity - Amitai_2007_Toxicology_233_187
Author(s) : Amitai G , Adani R , Yacov G , Yishay S , Teitlboim S , Tveria L , Limanovich O , Kushnir M , Meshulam H
Ref : Toxicology , 233 :187 , 2007
Abstract : Amitai_2007_Toxicology_233_187
ESTHER : Amitai_2007_Toxicology_233_187
PubMedSearch : Amitai_2007_Toxicology_233_187
PubMedID: 17129656

Title : Enhanced stereoselective hydrolysis of toxic organophosphates by directly evolved variants of mammalian serum paraoxonase - Amitai_2006_FEBS.J_273_1906
Author(s) : Amitai G , Gaidukov L , Adani R , Yishay S , Yacov G , Kushnir M , Teitlboim S , Lindenbaum M , Bel P , Khersonsky O , Tawfik DS , Meshulam H
Ref : Febs J , 273 :1906 , 2006
Abstract : Amitai_2006_FEBS.J_273_1906
ESTHER : Amitai_2006_FEBS.J_273_1906
PubMedSearch : Amitai_2006_FEBS.J_273_1906
PubMedID: 16640555