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
Target
Families : CMP-MeCyC ligand of proteins in family
ACHE
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 |
| 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 |
| 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 |
| PubMedID: 16640555 |