Record Information |
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Version | 2.0 |
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Creation Date | 2015-09-08 17:50:20 -0600 |
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Update Date | 2015-09-14 16:46:42 -0600 |
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Secondary Accession Numbers | |
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Identification |
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Name: | UDP-N-acetyl-α-D-glucosamine-enolpyruvate |
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Description | UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate is an intermediate in UDP-N-acetylmuramoyl-pentapeptide biosynthesis I (meso-DAP-containing) pathway in E.coli. It is a substrate for the enzyme UDP-N-acetylenolpyruvoylglucosamine reductase which catalyzes the reaction UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate + NADPH + H+ -> UDP-N-acetyl-alpha-D-muramate + NADP+. It is also a product for enzyme UDP-N-acetylglucosamine enolpyruvoyl transferase which catalyzes reaction UDP-N-acetyl-alpha-D-glucosamine + phosphoenolpyruvate -> UDP-N-acetyl-α-D-glucosamine-enolpyruvate + phosphate (BioCyc compound: UDP-ACETYL-CARBOXYVINYL-GLUCOSAMINE). |
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Structure | |
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Synonyms: | - UDP-N-Acetyl-α-D-glucosamine-enolpyruvic acid
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Chemical Formula: | C20H26N3O19P2 |
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Weight: | Average: 674.379 Monoisotopic: 674.065220365 |
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InChI Key: | BEGZZYPUNCJHKP-UHFFFAOYSA-K |
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InChI: | InChI=1S/C20H29N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,9-10,12-17,19,24,27-29H,1,5-6H2,2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3 |
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CAS number: | Not Available |
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IUPAC Name: | 2-[(2-{[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]prop-2-enoate |
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Traditional IUPAC Name: | 2-({2-[({[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)prop-2-enoate |
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SMILES: | CC(=O)NC1C(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)OC(CO)C(O)C1OC(=C)C([O-])=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleotides |
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Sub Class | Pyrimidine nucleotide sugars |
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Direct Parent | Pyrimidine nucleotide sugars |
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Alternative Parents | |
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Substituents | - Pyrimidine nucleotide sugar
- Pyrimidine ribonucleoside diphosphate
- Pentose-5-phosphate
- Pentose phosphate
- N-acyl-alpha-hexosamine
- N-glycosyl compound
- Glycosyl compound
- Organic pyrophosphate
- Monosaccharide phosphate
- Pyrimidone
- Sugar acid
- Oxane
- Pyrimidine
- Phosphoric acid ester
- Hydropyrimidine
- Alkyl phosphate
- Monosaccharide
- Organic phosphoric acid derivative
- Heteroaromatic compound
- Acetamide
- Vinylogous amide
- Tetrahydrofuran
- Lactam
- Urea
- Carboxamide group
- Secondary carboxylic acid amide
- Secondary alcohol
- Carboxylic acid
- Organoheterocyclic compound
- Carboxylic acid derivative
- Azacycle
- Monocarboxylic acid or derivatives
- Oxacycle
- Alcohol
- Carbonyl group
- Organonitrogen compound
- Organooxygen compound
- Primary alcohol
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organic anion
- 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: | -3 |
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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: | Amino sugar and nucleotide sugar metabolism I | PW000886 | | peptidoglycan biosynthesis I | PW000906 | | peptidoglycan biosynthesis I 2 | PW002062 | |
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KEGG Pathways: | Not Available |
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EcoCyc Pathways: | Not Available |
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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: | Not Available |
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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 | Not Available | HMDB ID | Not Available | Pubchem Compound ID | Not Available | Kegg ID | Not Available | ChemSpider ID | Not Available | Wikipedia ID | Not Available | BioCyc ID | Not Available |
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