Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:37:24 UTC
Update Date2024-10-11 04:56:16 UTC
Metabolite IDMMDBc0031151
Metabolite Identification
Common Name3'-dephospho-CoA
Description3'-dephospho-CoA is a substrate for the enzyme 2-(5''-triphosphoribosyl)-3'-dephosphocoenzyme-A synthase (CitG), which catalyzes the formation of 2-(5''-triphosphoribosyl)-3'-dephosphocoenzyme-A, the precursor of the prosthetic group of the holo-acyl carrier protein (gamma chain) of citrate lyase, from ATP and dephospho-CoA. The reaction is: ATP + 3-dephospho-CoA = 2'-(5-triphosphoribosyl)-3'-dephospho-CoA + adenine. The gamma-subunit of citrate lyase (EC 4.1.3.6) contains the prosthetic group 2'-(5"-phosphoribosyl)-3'-dephospho-CoA and serves as an acyl carrier protein (ACP) in E. coli. It has been shown that in Escherichia coli the proteins CitG and CitX are essential for holo-ACP synthesis and that CitG catalyzes the conversion of ATP and dephospho-CoA to adenine and 2'-(5"-triphosphoribosyl)-3'-dephospho-CoA [PMID:11042274 ]
Structure
Synonyms
ValueSource
Dephospho-CoAChEBI
Dephosphocoenzyme AChEBI
3'-Dephospho-CoAKegg
Dephospho CoAMeSH
DpCoAMeSH
2'-(5''-Triphosphoribosyl)-3'-dephospho-CoAMeSH
3'-Desphospho-coenzyme AMeSH
Desphospho-CoAMeSH
3'-Dephospho-coenzyme AHMDB
3'-Dephosphocoenzyme AHMDB
3'-O-Dephosphonocoenzyme AHMDB
3’-Dephospho-CoAHMDB
3’-Dephospho-coenzyme AHMDB
3’-Dephosphocoenzyme AHMDB
3’-O-Dephosphonocoenzyme AHMDB
Dephospho-coenzyme AHMDB
Molecular FormulaC21H35N7O13P2S
Average Mass687.554
Monoisotopic Mass687.148877955
IUPAC Name[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphinic acid
Traditional Name3'-dephospho-coa
CAS Registry Number3633-59-8
SMILES
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS
InChI Identifier
InChI=1S/C21H35N7O13P2S/c1-21(2,16(32)19(33)24-4-3-12(29)23-5-6-44)8-39-43(36,37)41-42(34,35)38-7-11-14(30)15(31)20(40-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-32,44H,3-8H2,1-2H3,(H,23,29)(H,24,33)(H,34,35)(H,36,37)(H2,22,25,26)/t11-,14-,15-,16+,20-/m1/s1
InChI KeyKDTSHFARGAKYJN-IBOSZNHHSA-N