Depalmitoylation-probe-5
Pro-fluorescent probe attached to cyteine analog containing octanoyl thioester. This probe is more water soluble than Depalmitoylation-probe-2 (anionic). Small molecule probes that become fluorescent upon S-depalmitoylase enzymatic activity. The carbamate-linked APT (acyl protein thioesterase) substrate forces the fluorophore into the lactone-closed, non-fluorescent form. Cleavage of the thioester by reaction with an APT releases the thiol, which rapidly cleaves the carbamate, generating a fluorescent product. Enables live cell imaging of thioesterase activity in vitro and in vivo
General
Type : Piperazine, Hexadecanoate, Benzofuran, Oxobutanoate, Palmitate, Xanthene, Fluorescent Probe
Chemical_Nomenclature : 4-[4-[6'-[[(2R)-3-hexadecanoylsulfanyl-1-(methylamino)-1-oxopropan-2-yl]-methylcarbamoyl]oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl]piperazin-1-yl]-4-oxobutanoic acid
Canonical SMILES : CCCCCCCCCCCCCCCC(=O)SCC(C(=O)NC)N(C)C(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)N5CCN(CC5)C(=O)CCC(=O)O)C6=CC=CC=C6C(=O)O3
InChI : InChI=1S\/C50H64N4O10S\/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-21-46(58)65-34-41(47(59)51-2)52(3)49(61)62-36-23-25-40-43(33-36)63-42-32-35(53-28-30-54(31-29-53)44(55)26-27-45(56)57)22-24-39(42)50(40)38-20-18-17-19-37(38)48(60)64-50\/h17-20,22-25,32-33,41H,4-16,21,26-31,34H2,1-3H3,(H,51,59)(H,56,57)\/t41-,50?\/m0\/s1
InChIKey : FXAUOJQHGWFUPC-IZRKDJMESA-N
Other name(s) : DPP-5 || depalmitoylation probe-5
MW : 913.1
Formula : C50H64N4O10S
CAS_number :
PubChem : 139033747
UniChem : FXAUOJQHGWFUPC-IZRKDJMESA-N
Target
Structures : No structure
Families : ABHD10, LYsophospholipase_carboxylesterase
References (2)
| Title : Trypanosoma brucei Acyl-Protein Thioesterase-like (TbAPT-L) Is a Lipase with Esterase Activity for Short and Medium-Chain Fatty Acids but Has No Depalmitoylation Activity - Brown_2022_Pathogens_11_1245 |
| Author(s) : Brown RWB , Sharma AI , Villanueva MR , Li X , Onguka O , Zilbermintz L , Nguyen H , Falk BA , Olson CL , Taylor JM , Epting CL , Kathayat RS , Amara N , Dickinson BC , Bogyo M , Engman DM |
| Ref : Pathogens , 11 : , 2022 |
| Abstract : |
| PubMedSearch : Brown_2022_Pathogens_11_1245 |
| PubMedID: 36364996 |
| Gene_locus related to this paper: tryb2-q7yxi0 |
| Title : A Fluorescent Probe with Improved Water Solubility Permits the Analysis of Protein S-Depalmitoylation Activity in Live Cells - Qiu_2018_Biochemistry_57_221 |
| Author(s) : Qiu T , Kathayat RS , Cao Y , Beck MW , Dickinson BC |
| Ref : Biochemistry , 57 :221 , 2018 |
| Abstract : |
| PubMedSearch : Qiu_2018_Biochemistry_57_221 |
| PubMedID: 29023093 |