C18-octadecyl-MAG-like-phosphonate

mimics the Monoacylglycerol MAG of identical size (here the Eicosanoic acid (C20:0). The adduct on the active serine lacks the leaving group 4-nitrophenol

General

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

Chemical_Nomenclature : imino-[3-[octadecoxy(oxo)phosphaniumyl]propylimino]azanium

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

InChI : InChI=1S\/C21H44N3O2P\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-26-27(25)21-18-19-23-24-22\/h22H,2-21H2,1H3\/q+2

InChIKey : HBEQQGDNWMLVMF-UHFFFAOYSA-N

Other name(s) : 1-{3-[(R)-hydroxy(octadecyloxy)phosphoryl]propyl}triaza-1,2-dien-2-ium  ||  octadecyl hydrogen (R)-(3-azidopropyl)phosphonate  ||  3-[octadecoxy(hydroxy)phosphoryl]propylimino-iminoazanium


MW : 401.57

Formula : C21H44N3O2P+2

CAS_number :

PubChem : 119057444

UniChem : HBEQQGDNWMLVMF-UHFFFAOYSA-N

Target

Families : C18-octadecyl-MAG-like-phosphonate ligand of proteins in family
Monoglyceridelipase_lysophospholip

Structure :
4ZXF

Protein :
yeast-mgll

References (2)

Title : Crystal structure of the Saccharomyces cerevisiae monoglyceride lipase Yju3p - Aschauer_2016_Biochim.Biophys.Acta_1861_462
Author(s) : Aschauer P , Rengachari S , Lichtenegger J , Schittmayer M , Das KM , Mayer N , Breinbauer R , Birner-Gruenberger R , Gruber CC , Zimmermann R , Gruber K , Oberer M
Ref : Biochimica & Biophysica Acta , 1861 :462 , 2016
Abstract :
PubMedSearch : Aschauer_2016_Biochim.Biophys.Acta_1861_462
PubMedID: 26869448
Gene_locus related to this paper: yeast-mgll

Title : Purification, crystallization and preliminary X-ray diffraction analysis of a soluble variant of the monoglyceride lipase Yju3p from the yeast Saccharomyces cerevisiae - Rengachari_2015_Acta.Crystallogr.F.Struct.Biol.Commun_71_243
Author(s) : Rengachari S , Aschauer P , Sturm C , Oberer M
Ref : Acta Crystallographica F Struct Biol Commun , 71 :243 , 2015
Abstract :
PubMedSearch : Rengachari_2015_Acta.Crystallogr.F.Struct.Biol.Commun_71_243
PubMedID: 25664804
Gene_locus related to this paper: yeast-mgll