2.02012-10-10 12:20:15 -06002015-06-03 17:26:04 -0600ECMDB23169M2MDB0035593'-dephospho-CoA3'-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](2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydro-2-furanylmethyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-(2-sulfanylethyl)aminopropyl}amino)butyl dihydrogen diphosphate (non-p
referred name)(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-3,4-dihydroxytetrahydro-2-furanylmethyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-(2-sulfanylethyl)aminopropyl}amino)butyl dihydrogen diphosphoric acid (non-p
referred name)(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-3,4-dihydroxytetrahydro-2-furanylmethyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-(2-sulphanylethyl)aminopropyl}amino)butyl dihydrogen diphosphate (non-p
referred name)(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-3,4-dihydroxytetrahydro-2-furanylmethyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-(2-sulphanylethyl)aminopropyl}amino)butyl dihydrogen diphosphoric acid (non-p
referred name)(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-3-oxo-3-(2-sulfanylethylamino)propylaminobutyl hydrogen phosphate(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-3-oxo-3-(2-sulfanylethylamino)propylaminobutyl hydrogen phosphoric acid(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-3-oxo-3-(2-sulphanylethylamino)propylaminobutyl hydrogen phosphate(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-3-oxo-3-(2-sulphanylethylamino)propylaminobutyl hydrogen phosphoric acid3'-Dephospho-CoA3'-dephospho-Coenzyme A3'-O-dephosphono-CoA3'-O-dephosphono-Coenzyme A3-dephospho-CoADephospho-CoADephospho-Coenzyme ADephosphocoenzyme AC21H35N7O13P2S687.554687.148877955[({[(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 acid3'-dephospho-coa3633-59-8CC(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)NCCSInChI=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/s1KDTSHFARGAKYJN-IBOSZNHHSA-NSolidCytoplasm lysosomelogp-0.98logs-2.43solubility2.56e+00 g/llogp-5.3pka_strongest_acidic1.86pka_strongest_basic4.01iupac[({[(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 acidaverage_mass687.554mono_mass687.148877955smilesCC(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)NCCSformulaC21H35N7O13P2SinchiInChI=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/s1inchikeyKDTSHFARGAKYJN-IBOSZNHHSA-Npolar_surface_area300.03refractivity151.87polarizability63.64rotatable_bond_count16acceptor_count14donor_count9physiological_charge-2formal_charge0Specdb::CMs733569Specdb::CMs733570Specdb::CMs733571Specdb::CMs733572Specdb::CMs733573Specdb::CMs733574Specdb::CMs733575Specdb::CMs733576Specdb::CMs733577Specdb::CMs733578Specdb::CMs733579Specdb::CMs733580Specdb::CMs733581Specdb::CMs733582Specdb::CMs733583Specdb::CMs733584Specdb::CMs733585Specdb::CMs733586Specdb::CMs733587Specdb::CMs733588Specdb::CMs733589Specdb::CMs733590Specdb::CMs733591Specdb::CMs733592Specdb::CMs733593Specdb::NmrOneD87912Specdb::NmrOneD87913Specdb::NmrOneD87914Specdb::NmrOneD87915Specdb::NmrOneD87916Specdb::NmrOneD87917Specdb::NmrOneD87918Specdb::NmrOneD87919Specdb::NmrOneD87920Specdb::NmrOneD87921Specdb::NmrOneD87922Specdb::NmrOneD87923Specdb::NmrOneD87924Specdb::NmrOneD87925Specdb::NmrOneD87926Specdb::NmrOneD87927Specdb::NmrOneD87928Specdb::NmrOneD87929Specdb::NmrOneD87930Specdb::NmrOneD87931Specdb::MsMs2256757Specdb::MsMs2257813Specdb::MsMs30758Specdb::MsMs30759Specdb::MsMs30760Specdb::MsMs3040333Specdb::MsMs3040334Specdb::MsMs3040335Specdb::MsMs23960Specdb::MsMs23961Specdb::MsMs23962Specdb::MsMs3103175Specdb::MsMs3103176Specdb::MsMs3103177HMDB01373439335C0088215468DEPHOSPHO-COACODFDB022585Phosphopantetheine adenylyltransferaseP0A6I6COAD_ECOLIcoaDhttp://ecmdb.ca/proteins/P0A6I6.xmlDephospho-CoA kinaseP0A6I9COAE_ECOLIcoaEhttp://ecmdb.ca/proteins/P0A6I9.xmlAdenosine triphosphate + pantotheine 4'-phosphate > Pyrophosphate + 3'-dephospho-CoAAdenosine triphosphate + 3'-dephospho-CoA > ADP + CoA