Record Information |
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Version | 2.0 |
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Creation Date | 2012-05-31 13:50:57 -0600 |
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Update Date | 2015-09-17 15:41:10 -0600 |
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Secondary Accession Numbers | |
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Identification |
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Name: | N-Acetyl-glucosamine 1-phosphate |
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Description | N-acetyl-glucosamine 1-phosphate is a member of the chemical class known as N-acetyl-alpha-hexosamine-1-phosphates. These are carbohydrates derivative which is structurally characterized by the presence of an hexosamine bearing a phosphate group attached to the C1 carbon atom, and another moeity N-linked through the amine group. |
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Structure | |
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Synonyms: | - α-D-glucosamine 1-phosphate
- α-D-glucosamine 1-phosphoric acid
- α-D-glucosamine 1P
- a-D-Glucosamine 1-phosphate
- a-D-Glucosamine 1-phosphoric acid
- a-D-Glucosamine 1P
- Alpha-D-Glucosamine 1-phosphate
- alpha-D-Glucosamine 1-phosphoric acid
- Alpha-D-Glucosamine 1P
- D-Glucosamine 1-phosphate
- D-Glucosamine 1-phosphoric acid
- Delta-glucosamine 1-phosphate
- delta-Glucosamine 1-phosphoric acid
- GlcNAc-P
- Glucosamine-1P
- N-Acetyl-a-D-glucosamine 1-phosphate
- N-Acetyl-a-D-glucosamine 1-phosphoric acid
- N-Acetyl-a-delta-glucosamine 1-phosphate
- N-Acetyl-a-delta-glucosamine 1-phosphoric acid
- N-Acetyl-a-δ-glucosamine 1-phosphate
- N-Acetyl-a-δ-glucosamine 1-phosphoric acid
- N-Acetyl-alpha-D-glucosamine 1-phosphate
- N-Acetyl-alpha-D-glucosamine 1-phosphoric acid
- N-acetyl-alpha-delta-glucosamine 1-phosphate
- N-Acetyl-alpha-delta-glucosamine 1-phosphoric acid
- N-Acetyl-D-glucosamine 1-phosphate
- N-Acetyl-D-glucosamine 1-phosphoric acid
- N-acetyl-delta-glucosamine 1-phosphate
- N-Acetyl-delta-glucosamine 1-phosphoric acid
- N-Acetyl-glucosamine 1-phosphoric acid
- N-Acetyl-glucosamine-1-phosphate
- N-Acetyl-glucosamine-1-phosphoric acid
- N-Acetyl-α-D-glucosamine 1-phosphate
- N-Acetyl-α-D-glucosamine 1-phosphoric acid
- N-Acetyl-α-δ-glucosamine 1-phosphate
- N-Acetyl-α-δ-glucosamine 1-phosphoric acid
- N-Acetyl-δ-glucosamine 1-phosphate
- N-Acetyl-δ-glucosamine 1-phosphoric acid
- α-D-Glucosamine 1-phosphate
- α-D-Glucosamine 1-phosphoric acid
- α-D-Glucosamine 1P
- δ-Glucosamine 1-phosphate
- δ-Glucosamine 1-phosphoric acid
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Chemical Formula: | C8H16NO9P |
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Weight: | Average: 301.1877 Monoisotopic: 301.056267627 |
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InChI Key: | FZLJPEPAYPUMMR-RTRLPJTCSA-N |
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InChI: | InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 |
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CAS number: | Not Available |
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IUPAC Name: | {[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid |
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Traditional IUPAC Name: | [3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphonic acid |
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SMILES: | CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. |
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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 | N-acyl-alpha-hexosamines |
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Alternative Parents | |
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Substituents | - N-acyl-alpha-hexosamine
- Hexose monosaccharide
- Monosaccharide phosphate
- Monoalkyl phosphate
- Monosaccharide
- Organic phosphoric acid derivative
- Oxane
- Phosphoric acid ester
- Alkyl phosphate
- Secondary alcohol
- Carboximidic acid
- Carboximidic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organonitrogen compound
- Organic nitrogen compound
- Primary alcohol
- Organopnictogen compound
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic 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: | -2 |
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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: | 1,6-anhydro-<i>N</i>-acetylmuramic acid recycling | PW002064 | | Amino sugar and nucleotide sugar metabolism I | PW000886 | | Lipopolysaccharide biosynthesis | PW000831 | | O-antigen building blocks biosynthesis | PW002089 | | lipopolysaccharide biosynthesis II | PW001905 | | lipopolysaccharide biosynthesis III | PW002059 | | peptidoglycan biosynthesis I | PW000906 | | peptidoglycan biosynthesis I 2 | PW002062 | |
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KEGG Pathways: | - Lipopolysaccharide biosynthesis ec00540
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EcoCyc Pathways: | |
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Concentrations |
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| Concentration | Strain | Media | Growth Status | Growth System | Temperature | Details |
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82± 0 uM | K12 NCM3722 | Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glucose | Mid-Log Phase | Shake flask and filter culture | 37 oC | PMID: 19561621 |
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Spectra |
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Spectra: | |
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References |
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References: | - Bennett, B. D., Kimball, E. H., Gao, M., Osterhout, R., Van Dien, S. J., Rabinowitz, J. D. (2009). "Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli." Nat Chem Biol 5:593-599. Pubmed: 19561621
- Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
- 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
- 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: | |
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