2.02012-07-30 14:55:16 -06002015-06-03 17:21:08 -0600ECMDB21307M2MDB001711Adenylated molybdopterinAdenylated molybdopterin is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. MPT-AMP is the reaction product of Cnx1G. Catalytically inactive Cnx1G mutant variants showed impaired MPT adenylation confirming that MPT-AMP is the reaction product of Cnx1G. (PMID 15504727)5'-O-[{[{[(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulfanyl-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine5'-O-[{[{[(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulphanyl-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosineAdenylated molybdopterinAdenylyl-molybdopterinH2Dtpp-mADPMolybdopterin-AMPMPT-AMPC20H26N10O12P2S2724.558724.06483075({2-amino-4-oxo-6,7-disulfanyl-3H,4H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-8-yl}methoxy)[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid{2-amino-4-oxo-6,7-disulfanyl-3H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-8-yl}methoxy({[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acidNC1=NC2=C(NC3C(N2)OC(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=NC4=C2N=CN=C4N)C(S)=C3S)C(=O)N1InChI=1S/C20H26N10O12P2S2/c21-14-8-16(24-3-23-14)30(4-25-8)19-11(32)10(31)5(41-19)1-38-43(34,35)42-44(36,37)39-2-6-12(45)13(46)7-18(40-6)27-15-9(26-7)17(33)29-20(22)28-15/h3-7,10-11,18-19,26,31-32,45-46H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H4,22,27,28,29,33)XJXFAXLUOKQPAQ-UHFFFAOYSA-NCytosollogp-0.36logs-2.43solubility2.72e+00 g/llogp-5.5pka_strongest_acidic1.85pka_strongest_basic4.01iupac({2-amino-4-oxo-6,7-disulfanyl-3H,4H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-8-yl}methoxy)[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acidaverage_mass724.558mono_mass724.06483075smilesNC1=NC2=C(NC3C(N2)OC(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=NC4=C2N=CN=C4N)C(S)=C3S)C(=O)N1formulaC20H26N10O12P2S2inchiInChI=1S/C20H26N10O12P2S2/c21-14-8-16(24-3-23-14)30(4-25-8)19-11(32)10(31)5(41-19)1-38-43(34,35)42-44(36,37)39-2-6-12(45)13(46)7-18(40-6)27-15-9(26-7)17(33)29-20(22)28-15/h3-7,10-11,18-19,26,31-32,45-46H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H4,22,27,28,29,33)inchikeyXJXFAXLUOKQPAQ-UHFFFAOYSA-Npolar_surface_area322.37refractivity169.25polarizability62.78rotatable_bond_count9acceptor_count17donor_count11physiological_charge-3formal_charge0Sulfur relay systemec04122molybdenum cofactor biosynthesisPWY-6823Specdb::CMs63998Specdb::NmrOneD96778Specdb::NmrOneD96779Specdb::NmrOneD96780Specdb::NmrOneD96781Specdb::NmrOneD96782Specdb::NmrOneD96783Specdb::NmrOneD96784Specdb::NmrOneD96785Specdb::NmrOneD96786Specdb::NmrOneD96787Specdb::NmrOneD96788Specdb::NmrOneD96789Specdb::NmrOneD96790Specdb::NmrOneD96791Specdb::NmrOneD96792Specdb::NmrOneD96793Specdb::NmrOneD96794Specdb::NmrOneD96795Specdb::NmrOneD96796Specdb::NmrOneD96797Specdb::MsMs29204Specdb::MsMs29205Specdb::MsMs29206Specdb::MsMs35762Specdb::MsMs35763Specdb::MsMs35764Specdb::MsMs2840355Specdb::MsMs2840356Specdb::MsMs2840357Specdb::MsMs2864676Specdb::MsMs2864677Specdb::MsMs286467825245677C1984862728CPD-8122Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Llamas, A., Mendel, R. R., Schwarz, G. (2004). "Synthesis of adenylated molybdopterin: an essential step for molybdenum insertion." J Biol Chem 279:55241-55246.15504727Molybdopterin molybdenumtransferaseP12281MOEA_ECOLImoeAhttp://ecmdb.ca/proteins/P12281.xmlMolybdopterin adenylyltransferaseP0AF03MOG_ECOLImoghttp://ecmdb.ca/proteins/P0AF03.xmlAdenosine triphosphate + Hydrogen ion + Molybdopterin <> Adenylated molybdopterin + PyrophosphateR09726RXN-8344Molybdopterin + Adenylated molybdopterin > Adenosine monophosphate + bis-molybdenum cofactor + CopperAdenylated molybdopterin + tungsten binding cofactor > Adenosine monophosphate + tungsten bispterin cofactor + Copper2 Hydrogen ion + Molybdate + Adenylated molybdopterin > Adenosine monophosphate + Copper + Water + Molybdopterin2 Hydrogen ion + Adenylated molybdopterin + Tungstate > Adenosine monophosphate + Copper + Water + tungsten binding cofactorAdenosine triphosphate + Molybdopterin <> Pyrophosphate + Adenylated molybdopterinR09726Adenylated molybdopterin + Molybdate <> Molybdoenzyme molybdenum cofactor + Adenosine monophosphate + Water + Molybdoenzyme molybdenum cofactorR09735Hydrogen ion + Molybdopterin + Adenosine triphosphate > Adenylated molybdopterin + PyrophosphateRXN-8344Adenylated molybdopterin + Molybdate > molybdenum cofactor + Adenosine monophosphate + WaterRXN-8348