C16-stearoyl-MAG-like-phosphonate

mimics the Monoacylglycerol MAG of identical size (here the 1-stearylglycerol Monostearin (C18:0)). The adduct on the active serine lacks the leaving group 4-nitrophenol

General

Type : Organophosphate,Analogue of substrate,Lipase inhibitor,pNP,Azido

Chemical_Nomenclature : 3-[hexadecoxy(hydroxy)phosphoryl]propylimino-iminoazanium

Canonical SMILES : CCCCCCCCCCCCCCCCOP(=O)(CCCN=[N+]=N)O

InChI : InChI=1S\/C19H40N3O3P\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18-25-26(23,24)19-16-17-21-22-20\/h20H,2-19H2,1H3\/p+1

InChIKey : MYGDUEKFBFOIEJ-UHFFFAOYSA-O

Other name(s) : Hexadecyl Hydrogen (R)-(3-Azidopropyl)phosphonate,1R1


MW : 390.52 || 510,61

Formula : C19H41N3O3P+ || C25H43N4O5P

CAS_number :

PubChem : 71710909

UniChem : MYGDUEKFBFOIEJ-UHFFFAOYSA-O

IUPHAR :

Wikipedia :

Target

Families : C16-stearoyl-MAG-like-phosphonate ligand of proteins in family: CarbLipBact_2

Stucture : 4KE9 Crystal structure of monoacylglycerol lipase from Bacillus sp. H257 in complex with an 1-stearyol glycerol analogue

Protein : bac25-mglp

References (1)

Title : Conformational plasticity and ligand binding of bacterial monoacylglycerol lipase - Rengachari_2013_J.Biol.Chem_288_31093
Author(s) : Rengachari S , Aschauer P , Schittmayer M , Mayer N , Gruber K , Breinbauer R , Birner-Gruenberger R , Dreveny I , Oberer M
Ref : Journal of Biological Chemistry , 288 :31093 , 2013
Abstract : Rengachari_2013_J.Biol.Chem_288_31093
ESTHER : Rengachari_2013_J.Biol.Chem_288_31093
PubMedSearch : Rengachari_2013_J.Biol.Chem_288_31093
PubMedID: 24014019
Gene_locus related to this paper: bac25-mglp