HDFP
Non-selective lipid-like serine hydrolase inhibitor. This hydrophobic mechanism-based covalent inhibitor targets approximately 20 serine hydrolases characterized by their common preference for lipid-like substrates, including APT1 and APT2, but not LYPLAL1. Used in activity based profiling (inhibits more than 75% activity of ABHD10 DPP8 LIPE ABHD6 ABHD16A FASN AADAC ABHD17A,B,C LYPLA2 LYPLA1 PAFAH2 PGAP1 PPT1 (+PNPLA6 PNPLA7 PNPLA8 not alpha hydrolases but Patatin)
General
Type : Organophosphate
Chemical_Nomenclature : 1-(ethoxy-fluoro-oxidophosphaniumyl)hexadecane
Canonical SMILES : CCCCCCCCCCCCCCCC[P+]([O-])(OCC)F
InChI : InChI=1S\/C18H38FO2P\/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(19,20)21-4-2\/h3-18H2,1-2H3
InChIKey : BBACYOMDPVSVIS-UHFFFAOYSA-N
Other name(s) : Hexadecyl fluorophosphonate || Hexadecylfluorophosphonate || Ethyl Hexadecyl fluorophosphonate || Ethyl-Hexadecyl-fluorophosphonate || Fluorohexadecylphosphinic acid ethyl ester || 1-[fluoro(ethoxy)phosphoryl]hexadecyl
MW : 336.47
Formula : C18H38FO2P
CAS_number :
PubChem : 101559781
UniChem : BBACYOMDPVSVIS-UHFFFAOYSA-N
Target
Families : HDFP ligand of proteins in family
Hormone-sensitive_lipase_like
AlphaBeta_hydrolase
DPP4N_Peptidase_S9
Thioesterase
ABHD6-Lip
5_AlphaBeta_hydrolase
ABHD13-BEM46
LYsophospholipase_carboxylesterase
PAF-Acetylhydrolase
PGAP1
Palmitoyl-protein_thioesterase
ABHD17-depalmitoylase
S9N_PREPL_Peptidase_S9
Protein :
human-PREPL
References (6)
| Title : Prolyl endopeptidase-like is a (thio)esterase involved in mitochondrial respiratory chain function - Rosier_2021_iScience_24_103460 |
| Author(s) : Rosier K , McDevitt MT , Smet J , Floyd BJ , Verschoore M , Marcaida MJ , Bingman CA , Lemmens I , Dal Peraro M , Tavernier J , Cravatt BF , Gounko NV , Vints K , Monnens Y , Bhalla K , Aerts L , Rashan EH , Vanlander AV , Van Coster R , Regal L , Pagliarini DJ , Creemers JWM |
| Ref : iScience , 24 :103460 , 2021 |
| Abstract : |
| PubMedSearch : Rosier_2021_iScience_24_103460 |
| PubMedID: 34888501 |
| Gene_locus related to this paper: human-PREPL |
| Title : Temporal Profiling Establishes a Dynamic S-Palmitoylation Cycle - Won_2018_ACS.Chem.Biol_13_1560 |
| Author(s) : Won SJ , Martin BR |
| Ref : ACS Chemical Biology , 13 :1560 , 2018 |
| Abstract : |
| PubMedSearch : Won_2018_ACS.Chem.Biol_13_1560 |
| PubMedID: 29733200 |
| Title : ABHD17 proteins are novel protein depalmitoylases that regulate N-Ras palmitate turnover and subcellular localization - Lin_2015_Elife_4_ |
| Author(s) : Lin DT , Conibear E |
| Ref : Elife , 4 : , 2015 |
| Abstract : |
| PubMedSearch : Lin_2015_Elife_4_ |
| PubMedID: 26701913 |
| Gene_locus related to this paper: human-ABHD17A , human-ABHD17B , human-ABHD17C |
| Title : A mechanism regulating G protein-coupled receptor signaling that requires cycles of protein palmitoylation and depalmitoylation - Jia_2014_J.Biol.Chem_289_6249 |
| Author(s) : Jia L , Chisari M , Maktabi MH , Sobieski C , Zhou H , Konopko AM , Martin BR , Mennerick SJ , Blumer KJ |
| Ref : Journal of Biological Chemistry , 289 :6249 , 2014 |
| Abstract : |
| PubMedSearch : Jia_2014_J.Biol.Chem_289_6249 |
| PubMedID: 24385443 |
| Title : Global profiling of dynamic protein palmitoylation - Martin_2012_Nat.Methods_9_84 |
| Author(s) : Martin BR , Wang C , Adibekian A , Tully SE , Cravatt BF |
| Ref : Nat Methods , 9 :84 , 2012 |
| Abstract : |
| PubMedSearch : Martin_2012_Nat.Methods_9_84 |
| PubMedID: 22056678 |
| Title : Cannabinoid properties of methylfluorophosphonate analogs - Martin_2000_J.Pharmacol.Exp.Ther_294_1209 |
| Author(s) : Martin BR , Beletskaya I , Patrick G , Jefferson R , Winckler R , Deutsch DG , Di Marzo V , Dasse O , Mahadevan A , Razdan RK |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 294 :1209 , 2000 |
| Abstract : |
| PubMedSearch : Martin_2000_J.Pharmacol.Exp.Ther_294_1209 |
| PubMedID: 10945879 |