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| Identification |
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| YMDB ID | YMDB00054 |
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| Name | N-(5-phospho-beta-D-ribosyl)anthranilic acid |
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| Species | Saccharomyces cerevisiae |
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| Strain | Baker's yeast |
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| Description | N-(5-phospho-beta-D-ribosyl)anthranilic acid, also known as NPRAT, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. N-(5-phospho-beta-D-ribosyl)anthranilic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). N-(5-phospho-beta-D-ribosyl)anthranilic acid exists in both E. coli (prokaryote) and yeast (eukaryote). |
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| Structure | |
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| Synonyms | - N-(2-carboxylatophenyl)-5-O-phosphonato-beta-D-ribofuranosylamine
- N-(5-Phospho-beta-D-ribosyl)anthranilate
- N-(5-Phospho-D-ribosyl)anthranilate
- N-(5-Phosphoribosyl)anthranilate
- N-(5-Phosphoribosyl)anthranilic acid
- N-(5'-Phosphoribosyl)anthranilate
- N-(5'-Phosphoribosyl)anthranilic acid
- NPRAT
- N-(5-Phospho-b-D-ribosyl)anthranilate
- N-(5-Phospho-b-D-ribosyl)anthranilic acid
- N-(5-Phospho-β-D-ribosyl)anthranilate
- N-(5-Phospho-β-D-ribosyl)anthranilic acid
- N-(5-phospho-D-Ribosyl)anthranilic acid
- N-(5-Phospho-beta-D-ribosyl)anthranilic acid
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| CAS number | Not Available |
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| Weight | Average: 349.2305
Monoisotopic: 349.056267627 |
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| InChI Key | PMFMJXPRNJUYMB-GWOFURMSSA-N |
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| InChI | InChI=1S/C12H16NO9P/c14-9-8(5-21-23(18,19)20)22-11(10(9)15)13-7-4-2-1-3-6(7)12(16)17/h1-4,8-11,13-15H,5H2,(H,16,17)(H2,18,19,20)/t8-,9-,10-,11-/m1/s1 |
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| IUPAC Name | 2-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]amino}benzoic acid |
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| Traditional IUPAC Name | nprat |
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| Chemical Formula | C12H16NO9P |
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| SMILES | O[C@H]1[C@@H](O)[C@H](NC2=CC=CC=C2C(O)=O)O[C@@H]1COP(O)(O)=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Carbohydrates and carbohydrate conjugates |
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| Direct Parent | Pentose phosphates |
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| Alternative Parents | |
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| Substituents | - Pentose-5-phosphate
- Pentose phosphate
- N-glycosyl compound
- Glycosyl compound
- Monosaccharide phosphate
- Benzoic acid
- Benzoic acid or derivatives
- Phenylalkylamine
- Aniline or substituted anilines
- Benzoyl
- Monoalkyl phosphate
- Secondary aliphatic/aromatic amine
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Benzenoid
- Alkyl phosphate
- Monocyclic benzene moiety
- Vinylogous amide
- Tetrahydrofuran
- Secondary alcohol
- Amino acid or derivatives
- 1,2-diol
- Amino acid
- Secondary amine
- Organoheterocyclic compound
- Carboxylic acid derivative
- Carboxylic acid
- Oxacycle
- Monocarboxylic acid or derivatives
- Organic oxide
- Organopnictogen compound
- Alcohol
- Amine
- Organonitrogen compound
- Hydrocarbon derivative
- Organic nitrogen compound
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Not Available |
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| Charge | 0 |
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| Melting point | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | Not Available | PhysProp | | LogP | Not Available | PhysProp |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations | |
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| Organoleptic Properties | Not Available |
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| SMPDB Pathways | Not Available |
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| KEGG Pathways | | Phenylalanine, tyrosine and tryptophan biosynthesis | ec00400 |  |
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| SMPDB Reactions | Not Available |
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| KEGG Reactions | |
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| Concentrations |
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| Intracellular Concentrations | Not Available |
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| Extracellular Concentrations | Not Available |
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| Spectra |
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| Spectra | |
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| References |
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| References: | - UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
- Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Hommel, U., Lustig, A., Kirschner, K. (1989). "Purification and characterization of yeast anthranilate phosphoribosyltransferase." Eur J Biochem 180:33-40.2651124
- Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
- Miozzari, G., Niederberger, P., Hutter, R. (1978). "Tryptophan biosynthesis in Saccharomyces cerevisiae: control of the flux through the pathway." J Bacteriol 134:48-59.348687
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| Synthesis Reference: | Not Available |
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| External Links: | | Resource | Link |
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| CHEBI ID | 7091 | | HMDB ID | Not Available | | Pubchem Compound ID | 440289 | | Kegg ID | C04302 | | ChemSpider ID | 389264 | | FOODB ID | Not Available | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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