| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-05-31 14:37:02 -0600 |
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| Update Date | 2015-06-03 17:19:42 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | Molybdopterin guanine dinucleotide |
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| Description | Molybdopterin guanine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. It appears that the molybdopterin present in the nitrate reductase of a chlB mutant is converted to molybdopterin guanine dinucleotide during activation. (PMID 1459941) We propose therefore that MobB is an adapter protein that acts in concert with MobA to achieve the efficient biosynthesis and utilization of molybdopterin guanine dinucleotide. (PMID 12682065) |
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| Structure | |
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| Synonyms: | - bis-molybdopterin guanine dinucleotide
- Bis-molybdopterin guanine dinucleotide
- MGD
- Molybdopterin guanine dinucleotide
- Molybdopteringuaninedinucleotide
- MoO2(OH)Dtpp-mGDP
- MoO2(OH)Dtpp-mGDP
- MPT-GMP
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| Chemical Formula: | C20H24N10O13P2S2 |
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| Weight: | Average: 738.541
Monoisotopic: 738.044095308 |
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| InChI Key: | MNEQOJMCKOBWNR-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C20H24N10O13P2S2/c21-19-26-14-8(16(34)28-19)25-5(1-23-14)12(46)13(47)6(31)2-40-44(36,37)43-45(38,39)41-3-7-10(32)11(33)18(42-7)30-4-24-9-15(30)27-20(22)29-17(9)35/h1,4,6-7,10-11,18,25,31-33H,2-3H2,(H,36,37)(H,38,39)(H3,22,27,29,35)(H4,21,23,26,28,34) |
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| CAS number: | 128007-95-4 |
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| IUPAC Name: | [({[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][2-hydroxy-4-(4-hydroxy-2-imino-1,2,5,8-tetrahydropteridin-6-yl)-3,4-disulfanylidenebutoxy]phosphinic acid |
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| Traditional IUPAC Name: | {[3,4-dihydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2-hydroxy-4-(4-hydroxy-2-imino-5,8-dihydro-1H-pteridin-6-yl)-3,4-disulfanylidenebutoxy)phosphinic acid |
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| SMILES: | OC(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1O)N1C=NC2=C1NC(=N)N=C2O)C(=S)C(=S)C1=CNC2=C(N1)C(O)=NC(=N)N2 |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Purine nucleotides |
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| Sub Class | Purine ribonucleotides |
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| Direct Parent | Purine ribonucleoside diphosphates |
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| Alternative Parents | |
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| Substituents | - Purine ribonucleoside diphosphate
- Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Pterin
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Organic pyrophosphate
- Pentose monosaccharide
- Pteridine
- Purine
- Imidazopyrimidine
- Secondary aliphatic/aromatic amine
- Aminopyrimidine
- Pyrimidone
- Monoalkyl phosphate
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Pyrimidine
- Alkyl phosphate
- Phosphoric acid ester
- Tetrahydrofuran
- Imidazole
- Heteroaromatic compound
- Azole
- Vinylogous amide
- Thioketone
- Secondary alcohol
- Enamine
- Azacycle
- Secondary amine
- Organoheterocyclic compound
- Oxacycle
- Thiocarbonyl group
- Amine
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Organic nitrogen compound
- Organosulfur compound
- Organopnictogen compound
- Organic oxide
- Primary amine
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State: | Not Available |
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| Charge: | -1 |
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| Melting point: | Not Available |
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| Experimental Properties: | |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations: | Cytoplasm |
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| Reactions: | |
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| SMPDB Pathways: | | guanylyl molybdenum cofactor biosynthesis | PW002032 |    |
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| KEGG Pathways: | Not Available |
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| EcoCyc Pathways: | - guanylyl molybdenum cofactor biosynthesis PWY-5964
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| Concentrations |
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| Not Available |
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| Spectra |
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| Spectra: | |
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| References |
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| References: | - Keseler, 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. Pubmed: 21097882
- McLuskey, K., Harrison, J. A., Schuttelkopf, A. W., Boxer, D. H., Hunter, W. N. (2003). "Insight into the role of Escherichia coli MobB in molybdenum cofactor biosynthesis based on the high resolution crystal structure." J Biol Chem 278:23706-23713. Pubmed: 12682065
- Santini, C. L., Iobbi-Nivol, C., Romane, C., Boxer, D. H., Giordano, G. (1992). "Molybdoenzyme biosynthesis in Escherichia coli: in vitro activation of purified nitrate reductase from a chlB mutant." J Bacteriol 174:7934-7940. Pubmed: 1459941
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
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| Synthesis Reference: | Not Available |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| Links |
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| External Links: | | Resource | Link |
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| CHEBI ID | 30404 | | HMDB ID | Not Available | | Pubchem Compound ID | 5486686 | | Kegg ID | Not Available | | ChemSpider ID | 4589022 | | Wikipedia ID | Not Available | | BioCyc ID | CPD-582 | | EcoCyc ID | CPD-582 |
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