M4-4NHP

Inhibition by Methyl 4-nitrophenyl hexylphosphonate 6RB0 gives the same adduct (methyl hydrogen (R)-hexylphosphonate) on the active serine as 4-methylumbelliferyl-hexylphosphonate 3ICW

General

Type : Organophosphate,pNP

Chemical_Nomenclature : 1-[hexyl(methoxy)phosphoryl]oxy-4-nitrobenzene

Canonical SMILES : CCCCCCP(=O)(OC)OC1=CC=C(C=C1)[N+](=O)[O-]

InChI : InChI=1S\/C13H20NO5P\/c1-3-4-5-6-11-20(17,18-2)19-13-9-7-12(8-10-13)14(15)16\/h7-10H,3-6,11H2,1-2H3

InChIKey : RMJQAOXPKANPMM-UHFFFAOYSA-N

Other name(s) : Methyl 4-nitrophenyl hexylphosphonate,MNPHP,CTK0J3644,BIM6001


MW : 301.27

Formula : C13H20NO5P

CAS_number : 259827-72-0

PubChem : 54274387

UniChem : RMJQAOXPKANPMM-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : M4-4NHP ligand of proteins in family: Hormone-sensitive_lipase_like

Stucture : 6RB0 Structure of ester-hydrolase EH1AB1 from the metagenome of lake Arreo complexed with a derivative of methyl 4-nitrophenyl hexylphosphonate

Protein : 9bact-LAE6

References (3)

Title : Genetically engineered proteins with two active sites for enhanced biocatalysis and synergistic chemo- and biocatalysis - Alonso_2020_Nat.Catal_3_319
Author(s) : Alonso S , Santiago G , Cea-Rama I , Fernandez-Lopez L , Coscolin C , Modregger J , Ressmann A , Martinez-Martinez M , Marrero H , Bargiela R , Pita M , Gonzalez-Alfonso JL , Briand M , Rojo D , Barbas C , Plou FJ , Golyshin PN , Shahgaldian P , Sanz-Aparicio J , Guallar V , Ferrer M
Ref : Nature Catalysis , 3 :319 , 2019
Abstract : Alonso_2020_Nat.Catal_3_319
ESTHER : Alonso_2020_Nat.Catal_3_319
PubMedSearch : Alonso_2020_Nat.Catal_3_319
PubMedID:
Gene_locus related to this paper: 9bact-LAE6

Title : Effects of macroporous resin size on Candida antarctica lipase B adsorption, fraction of active molecules, and catalytic activity for polyester synthesis - Chen_2007_Langmuir_23_1381
Author(s) : Chen B , Miller EM , Miller L , Maikner JJ , Gross RA
Ref : Langmuir , 23 :1381 , 2007
Abstract : Chen_2007_Langmuir_23_1381
ESTHER : Chen_2007_Langmuir_23_1381
PubMedSearch : Chen_2007_Langmuir_23_1381
PubMedID: 17241062

Title : An active-site titration method for lipases - Rotticci_2000_Biochim.Biophys.Acta_1483_132
Author(s) : Rotticci D , Norin T , Hult K , Martinelle M
Ref : Biochimica & Biophysica Acta , 1483 :132 , 2000
Abstract : Rotticci_2000_Biochim.Biophys.Acta_1483_132
ESTHER : Rotticci_2000_Biochim.Biophys.Acta_1483_132
PubMedSearch : Rotticci_2000_Biochim.Biophys.Acta_1483_132
PubMedID: 10601702