N-Hexylphosphonate-Ethyl-Ester
Inhibition by 4-methylumbelliferyl-hexylphosphonate or the chlorid derivative n-Hexyl o-ethyl chlorophosphonate ester (EECP) gives the adduct N-Hexylphosphonate-Ethyl-Ester on the active serine of inhibited enzyme
General
Type : Organophosphate, Lipase inhibitor
Chemical_Nomenclature : ethoxy(hexyl)phosphinic acid || 1-[chloro(ethoxy)phosphoryl]hexane
Canonical SMILES : CCCCCCP(=O)(OCC)Cl || CCCCCCP(=O)(O)OCC
InChI : InChI=1S\/C8H18ClO2P\/c1-3-5-6-7-8-12(9,10)11-4-2\/h3-8H2,1-2H3 || InChI=1S\/C8H19O3P\/c1-3-5-6-7-8-12(9,10)11-4-2\/h3-8H2,1-2H3,(H,9,10)
InChIKey : HTDGLEJMRUELRK-UHFFFAOYSA-N || XPLOQMVUXWZLET-UHFFFAOYSA-N
Other name(s) : N-Hexylphosphonate Ethyl Ester || Ethoxy(hexyl)phosphinic acid || Ethyl hydrogen hexylphosphonate || CHEMBL119521 || Hexyl-phosphonic acid monoethyl ester || HEE || SCHEMBL9698611 || 1-[chloro(ethoxy)phosphoryl]hexane || EECP
MW : 194.20 || 212.65
Formula : C8H19O3P || C8H18ClO2P
CAS_number :
UniChem : HTDGLEJMRUELRK-UHFFFAOYSA-N, XPLOQMVUXWZLET-UHFFFAOYSA-N
Target
Families : N-Hexylphosphonate-Ethyl-Ester ligand of proteins in family
Canar_LipB
Lipase_3
Cutinase
Hormone-sensitive_lipase_like
Structure :
6Z69
1LBS
1XZL
5TGL
Protein :
pseth-a0a1m6y2k1
canar-LipB
fusso-cutas
rhimi-lipas
References (5)
| Title : Crystal structures of a novel family IV esterase in free and substrate-bound form - Hoppner_2021_FEBS.J_288_3570 |
| Author(s) : Hoppner A , Bollinger A , Kobus S , Thies S , Coscolin C , Ferrer M , Jaeger KE , Smits SHJ |
| Ref : Febs J , 288 :3570 , 2021 |
| Abstract : |
| PubMedSearch : Hoppner_2021_FEBS.J_288_3570 |
| PubMedID: 33342083 |
| Gene_locus related to this paper: pseth-a0a1m6y2k1 |
| Title : Dynamics of Fusarium solani cutinase investigated through structural comparison among different crystal forms of its variants - Longhi_1996_Proteins_26_442 |
| Author(s) : Longhi S , Nicolas A , Creveld L , Egmond M , Verrips CT , de Vlieg J , Martinez C , Cambillau C |
| Ref : Proteins , 26 :442 , 1996 |
| Abstract : |
| PubMedSearch : Longhi_1996_Proteins_26_442 |
| PubMedID: 8990497 |
| Gene_locus related to this paper: fusso-cutas |
| Title : Crystallographic and molecular-modeling studies of lipase B from Candida antarctica reveal a stereospecificity pocket for secondary alcohols - Uppenberg_1995_Biochemistry_34_16838 |
| Author(s) : Uppenberg J , Ohrner N , Norin M , Hult K , Kleywegt GJ , Patkar S , Waagen V , Anthonsen T , Jones TA |
| Ref : Biochemistry , 34 :16838 , 1995 |
| Abstract : |
| PubMedSearch : Uppenberg_1995_Biochemistry_34_16838 |
| PubMedID: 8527460 |
| Gene_locus related to this paper: canar-LipB |
| Title : A model for interfacial activation in lipases from the structure of a fungal lipase-inhibitor complex [see comments] - Brzozowski_1991_Nature_351_491 |
| Author(s) : Brzozowski AM , Derewenda U , Derewenda ZS , Dodson GG , Lawson DM , Turkenburg JP , Bjorkling F , Huge-Jensen B , Patkar SA , Thim L |
| Ref : Nature , 351 :491 , 1991 |
| Abstract : |
| PubMedSearch : Brzozowski_1991_Nature_351_491 |
| PubMedID: 2046751 |
| Gene_locus related to this paper: rhimi-lipas |
| Title : The Effect of Structure on the Reactivity of Alkylphosphonate Esters - Fukuto_1959_J.Am.Chem.Soc_81_372 |
| Author(s) : Fukuto TR , Metcalf RL |
| Ref : Journal of the American Chemical Society' , 81 :372 , 1959 |
| Abstract : |
| PubMedSearch : Fukuto_1959_J.Am.Chem.Soc_81_372 |
| PubMedID: |