mitoDPP-2
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
General
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
Canonical SMILES : [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
InChIKey : JGCKOSKUFLQGEB-PZXRBRNOSA-N || CJVHXLDTLYVANM-HLYGUMIZSA-O
Other name(s) :
MW : 1037.19
Formula : C59H62FN4O8PS
CAS_number :
PubChem : 139033751
UniChem : JGCKOSKUFLQGEB-PZXRBRNOSA-N, CJVHXLDTLYVANM-HLYGUMIZSA-O
Target
Structures : No structure
Families : ABHD10
References (3)
| Title : Activity-Based Sensing of S-Depalmitoylases: Chemical Technologies and Biological Discovery - Azizi_2019_Acc.Chem.Res_52_3029 |
| Author(s) : Azizi SA , Kathayat RS , Dickinson BC |
| Ref : Acc Chem Res , 52 :3029 , 2019 |
| Abstract : |
| PubMedSearch : Azizi_2019_Acc.Chem.Res_52_3029 |
| PubMedID: 31577124 |
| Title : ABHD10 is an S-depalmitoylase affecting redox homeostasis through peroxiredoxin-5 - Cao_2019_Nat.Chem.Biol_15_1232 |
| Author(s) : Cao Y , Qiu T , Kathayat RS , Azizi SA , Thorne AK , Ahn D , Fukata Y , Fukata M , Rice PA , Dickinson BC |
| Ref : Nat Chemical Biology , 15 :1232 , 2019 |
| Abstract : |
| PubMedSearch : Cao_2019_Nat.Chem.Biol_15_1232 |
| PubMedID: 31740833 |
| Gene_locus related to this paper: human-ABHD10 , mouse-abhda |
| Title : Active and dynamic mitochondrial S-depalmitoylation revealed by targeted fluorescent probes - Kathayat_2018_Nat.Commun_9_334 |
| Author(s) : Kathayat RS , Cao Y , Elvira PD , Sandoz PA , Zaballa ME , Springer MZ , Drake LE , Macleod KF , van der Goot FG , Dickinson BC |
| Ref : Nat Commun , 9 :334 , 2018 |
| Abstract : |
| PubMedSearch : Kathayat_2018_Nat.Commun_9_334 |
| PubMedID: 29362370 |
| Gene_locus related to this paper: human-LYPLA1 |