Palmostatin-M
Palm B and Palm M are structurally similar beta-lactones that stabilize the dynamic S-palmitoylation of proteins, such as N-Ras, and also inhibit LYPLA1 and LYPLA2, as well as other serine hydrolase
General
Type : Oxooxetan,Sulfur Compound
Chemical_Nomenclature : (3S,4S)-3-decyl-4-[4-[3-(dimethylamino)propylsulfonyl]butyl]oxetan-2-one
Canonical SMILES : CCCCCCCCCCC1C(OC1=O)CCCCS(=O)(=O)CCCN(C)C
InChI : InChI=1S\/C22H43NO4S\/c1-4-5-6-7-8-9-10-11-15-20-21(27-22(20)24)16-12-13-18-28(25,26)19-14-17-23(2)3\/h20-21H,4-19H2,1-3H3\/t20-,21-\/m0\/s1
InChIKey : HVJGVPUJTPBPAM-SFTDATJTSA-N
Other name(s) : Palmostatin M,PalmostatinM,PalmM,Palm M,CHEMBL3133031
MW : 417.6
Formula : C22H43NO4S
CAS_number :
PubChem : 56641205
UniChem : HVJGVPUJTPBPAM-SFTDATJTSA-N
IUPHAR :
Wikipedia :
Target
Families : Palmostatin-M ligand of proteins in family: LYsophospholipase_carboxylesterase || ABHD17-depalmitoylase || ABHD6-Lip || S9N_PREPL_Peptidase_S9
Stucture :
References (4)
| Title : Chemical proteomic analysis of palmostatin beta-lactone analogs that affect N-Ras palmitoylation - Suciu_2021_Bioorg.Med.Chem.Lett_53_128414 |
| Author(s) : Suciu RM , Luvaga IK , Hazeen A , Weerasooriya C , Richardson SK , Firestone AJ , Shannon K , Howell AR , Cravatt BF |
| Ref : Bioorganic & Medicinal Chemistry Lett , 53 :128414 , 2021 |
| Abstract : Suciu_2021_Bioorg.Med.Chem.Lett_53_128414 |
| ESTHER : Suciu_2021_Bioorg.Med.Chem.Lett_53_128414 |
| PubMedSearch : Suciu_2021_Bioorg.Med.Chem.Lett_53_128414 |
| PubMedID: 34666187 |
| 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 : Rosier_2021_iScience_24_103460 |
| ESTHER : Rosier_2021_iScience_24_103460 |
| PubMedSearch : Rosier_2021_iScience_24_103460 |
| PubMedID: 34888501 |
| Gene_locus related to this paper: human-PREPL |
| Title : Development of highly potent inhibitors of the Ras-targeting human acyl protein thioesterases based on substrate similarity design - Hedberg_2011_Angew.Chem.Int.Ed.Engl_50_9832 |
| Author(s) : Hedberg C , Dekker FJ , Rusch M , Renner S , Wetzel S , Vartak N , Gerding-Reimers C , Bon RS , Bastiaens PI , Waldmann H |
| Ref : Angew Chem Int Ed Engl , 50 :9832 , 2011 |
| Abstract : Hedberg_2011_Angew.Chem.Int.Ed.Engl_50_9832 |
| ESTHER : Hedberg_2011_Angew.Chem.Int.Ed.Engl_50_9832 |
| PubMedSearch : Hedberg_2011_Angew.Chem.Int.Ed.Engl_50_9832 |
| PubMedID: 21905185 |
| Title : Identification of acyl protein thioesterases 1 and 2 as the cellular targets of the Ras-signaling modulators palmostatin B and M - Rusch_2011_Angew.Chem.Int.Ed.Engl_50_9838 |
| Author(s) : Rusch M , Zimmermann TJ , Burger M , Dekker FJ , Gormer K , Triola G , Brockmeyer A , Janning P , Bottcher T , Sieber SA , Vetter IR , Hedberg C , Waldmann H |
| Ref : Angew Chem Int Ed Engl , 50 :9838 , 2011 |
| Abstract : Rusch_2011_Angew.Chem.Int.Ed.Engl_50_9838 |
| ESTHER : Rusch_2011_Angew.Chem.Int.Ed.Engl_50_9838 |
| PubMedSearch : Rusch_2011_Angew.Chem.Int.Ed.Engl_50_9838 |
| PubMedID: 21905186 |
| Gene_locus related to this paper: human-LYPLA1 , human-LYPLA2 |