C14-palmitoyl-MAG-like-phosphonate

mimics the Monoacylglycerol MAG of identical size (here the 1-palmitoylglycerol Monopalmitin (C16:0)). The adduct on the active serine lacks the leaving group 4-nitrophenol

General

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

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

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

InChI : InChI=1S\/C17H36N3O3P\/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-23-24(21,22)17-14-15-19-20-18\/h18H,2-17H2,1H3\/p+1

InChIKey : DBFCYRAMTWKWQC-UHFFFAOYSA-O

Other name(s) : Tetradecyl Hydrogen (R)-(3-Azidopropyl)phosphonate,1QY


MW : 362.47 || 482.55

Formula : C17H37N3O3P+ || C23H39N4O5P

CAS_number :

PubChem : 71710908

UniChem : DBFCYRAMTWKWQC-UHFFFAOYSA-O

IUPHAR :

Wikipedia :

Target

Families : C14-palmitoyl-MAG-like-phosphonate ligand of proteins in family: CarbLipBact_2

Stucture : 4KE8 Crystal structure of monoacylglycerol lipase from Bacillus sp. H257 in complex with monopalmitoyl 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