l,2-Dioctylcarbamoylglycero-3-O-p-nitrophenyloctylphosphonate

potent inhibitors of lipase Phosphonate analogues of triacylglycerols

General

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

Chemical_Nomenclature : [3-[(4-nitrophenoxy)-octyl-oxidophosphaniumyl]oxy-2-(octylcarbamoyloxy)propyl] N-octylcarbamate

Canonical SMILES : CCCCCCCCNC(=O)OCC(CO[P+](CCCCCCCC)([O-])OC1=CC=C(C=C1)[N+](=O)[O-])OC(=O)NCCCCCCCC

InChI : InChI=1S\/C35H62N3O9P\/c1-4-7-10-13-16-19-26-36-34(39)44-29-33(46-35(40)37-27-20-17-14-11-8-5-2)30-45-48(43,28-21-18-15-12-9-6-3)47-32-24-22-31(23-25-32)38(41)42\/h22-25,33H,4-21,26-30H2,1-3H3,(H,36,39)(H,37,40)

InChIKey : FBWOBOUTECHNKF-UHFFFAOYSA-N

Other name(s) : Octylphosphonic acid 4-nitrophenyl 2,3-bis(octylcarbamoyloxy)propyl ester


MW : 699.9

Formula : C35H62N3O9P

CAS_number :

PubChem : 101066212

UniChem : FBWOBOUTECHNKF-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : l,2-Dioctylcarbamoylglycero-3-O-p-nitrophenyloctylphosphonate ligand of proteins in family: Cutinase || Bacterial_lip_FamI.6

Stucture :

Protein : fusso-cutas || stahy-lipas

References (2)

Title : Chiral preference of cutinase in the reaction with phosphonate inhibitors -
Author(s) : Mannesse ML , De Haas GH , van der Hijden HT , Egmond MR , Verheij HM
Ref : Biochemical Society Transactions , 25 :165 , 1997
PubMedID: 9056864

Title : Phosphonate analogues of triacylglycerols are potent inhibitors of lipase - Mannesse_1995_Biochim.Biophys.Acta_1259_56
Author(s) : Mannesse ML , Boots JW , Dijkman R , Slotboom AJ , van der Hijden HT , Egmond MR , Verheij HM , De Haas GH
Ref : Biochimica & Biophysica Acta , 1259 :56 , 1995
Abstract : Mannesse_1995_Biochim.Biophys.Acta_1259_56
ESTHER : Mannesse_1995_Biochim.Biophys.Acta_1259_56
PubMedSearch : Mannesse_1995_Biochim.Biophys.Acta_1259_56
PubMedID: 7492616
Gene_locus related to this paper: fusso-cutas , stahy-lipas