Substrate Report for: mitoDPP-2
mitoDPP-2 | Type | Fluorescent Probe |
| | Piperazine |
| | Benzofuran |
| | Xanthene |
| Chemical_Nomenclature | [3-[4-[6'-[methyl-[(2R)-1-(methylamino)-3-octanoylsulfanyl-1-oxopropan-2-yl]carbamoyl]oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl]piperazin-1-yl]-3-oxopropyl]-triphenylphosphanium |
| Formula | C59H62FN4O8PS |
| MW | 1037.19 |
| |
| Paper | Kathayat_2018_Nat.Commun_9_334 |
| | Azizi_2019_Acc.Chem.Res_52_3029 |
| | Cao_2019_Nat.Chem.Biol_15_1232 |
| Comment | Pro-fluorescent probe attached to cyteine analog containing octanoyl thioester. MitoDPPs localize to the mitochondria via an appended triphenylphosphonium group, which delivers the probe to the mitochondria based on the electrochemical potential. The carbamate-linked APT 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. Pro-fluorescent probe attached to cyteine analog containing octanoyl thioester. Enables live cell imaging of thioesterase activity in mitochondria |
| Gene_locus | mouse-abhda |
| | human-ABHD10 |
| CID | 139033751 |
| Family | ABHD10 |
| InChIKey | JGCKOSKUFLQGEB-PZXRBRNOSA-N |
| | CJVHXLDTLYVANM-HLYGUMIZSA-O |
| CanonicalSMILES | [P+](CCC(N1CCN(CC1)C2=CC3=C(C=C2)C5(C4=C(O3)C=C(C=C4)OC(=O)N([C@H](C(=O)NC)CSC(=O)CCCCCCC)C)C6=C(C(O5)=O)C=CC=C6)=O)(C7=CC=CC=C7)(C8=CC=CC=C8)C9=CC=CC=C9.[F-] |
| | CCCCCCCC(=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)CC[P+](C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9C(=O)O3 |
| InChI | InChI=1S/C59H61N4O8PS.FH/c1-4-5-6-7-17-28-55(65)73-41-51(56(66)60-2)61(3)58(68)69-43-30-32-50-53(40-43)70-52-39-42(29-31-49(52)59(50)48-27-19-18-26-47(48)57(67)71-59)62-34-36-63(37-35-62)54(64)33-38-72(44-20-11-8-12-21-44,45-22-13-9-14-23-45)46-24-15-10-16-25-46;/h8-16,18-27,29-32,39-40,51H,4-7,17,28,33-38,41H2,1-3H3;1H/t51-,59?;/m0./s1 |
| | InChI=1S/C59H61N4O8PS/c1-4-5-6-7-17-28-55(65)73-41-51(56(66)60-2)61(3)58(68)69-43-30-32-50-53(40-43)70-52-39-42(29-31-49(52)59(50)48-27-19-18-26-47(48)57(67)71-59)62-34-36-63(37-35-62)54(64)33-38-72(44-20-11-8-12-21-44,45-22-13-9-14-23-45)46-24-15-10-16-25-46/h8-16,18-27,29-32,39-40,51H,4-7,17,28,33-38,41H2,1-3H3/p+1/t51-,59?/m0/s1 |
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