| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-05-31 14:51:25 -0600 |
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| Update Date | 2015-06-03 17:20:19 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | L-Ala-gamma-D-Glu-Dap |
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| Description | L-ala-gamma-D-glu-DAP is a member of the chemical class known as Hybrid Peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta). L-alanyl-gamma-D-glutamyl-meso-diaminopimelate is related to MppA. MppA is a periplasmic binding protein in Escherichia coli essential for uptake of the cell wall murein tripeptide L-alanyl-gamma-D-glutamyl-meso-diaminopimelate. (PMID 10438753) |
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| Structure | |
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| Synonyms: | - L-Ala-γ-D-Glu-diaminopimelate
- L-Ala-γ-D-glu-diaminopimelic acid
- L-Ala-g-D-glu-dap
- L-Ala-g-D-glu-diaminopimelate
- L-Ala-g-D-glu-diaminopimelic acid
- L-Ala-gamma-D-Glu-diaminopimelate
- L-Ala-gamma-D-Glu-diaminopimelic acid
- L-Ala-γ-D-glu-dap
- L-Ala-γ-D-glu-diaminopimelate
- L-Ala-γ-D-glu-diaminopimelic acid
- L-alanyl-γ-D-glutamyl-meso-diaminopimelate
- L-Alanyl-γ-D-glutamyl-meso-diaminopimelate
- L-Alanyl-γ-D-glutamyl-meso-diaminopimelic acid
- L-Alanyl-g-D-glutamyl-meso-diaminopimelate
- L-Alanyl-g-D-glutamyl-meso-diaminopimelic acid
- L-Alanyl-gamma-D-glutamyl-meso-diaminopimelate
- L-Alanyl-gamma-D-glutamyl-meso-diaminopimelic acid
- L-Alanyl-γ-D-glutamyl-meso-diaminopimelate
- L-Alanyl-γ-D-glutamyl-meso-diaminopimelic acid
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| Chemical Formula: | C13H19N5O4 |
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| Weight: | Average: 309.3211
Monoisotopic: 309.143704121 |
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| InChI Key: | IBYVCSBRMYGDRR-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C13H19N5O4/c1-7(14)12(21)16-8(5-6-11(19)20)13(22)18-10-4-2-3-9(15)17-10/h2-4,7-8H,5-6,14H2,1H3,(H,16,21)(H,19,20)(H3,15,17,18,22) |
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| CAS number: | Not Available |
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| IUPAC Name: | 4-[(2-amino-1-hydroxypropylidene)amino]-4-[(6-imino-1,6-dihydropyridin-2-yl)-C-hydroxycarbonimidoyl]butanoic acid |
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| Traditional IUPAC Name: | 4-[(2-amino-1-hydroxypropylidene)amino]-4-[(6-imino-1H-pyridin-2-yl)-C-hydroxycarbonimidoyl]butanoic acid |
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| SMILES: | CC(N)C(O)=NC(CCC(O)=O)C(O)=NC1=CC=CC(=N)N1 |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through 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 | Acylaminosugars |
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| Alternative Parents | |
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| Substituents | - Oligosaccharide phosphate
- Oligosaccharide
- Hexacarboxylic acid or derivatives
- Acylaminosugar
- Saccharolipid
- Hexose phosphate
- N-acyl-alpha-hexosamine
- C-glucuronide
- C-glycosyl compound
- Glycosyl compound
- O-glycosyl compound
- Beta-hydroxy acid
- Ketal
- Fatty acid ester
- Dialkyl phosphate
- Fatty amide
- Fatty acyl
- Hydroxy acid
- N-acyl-amine
- Alkyl phosphate
- Pyran
- Organic phosphoric acid derivative
- Oxane
- Phosphoric acid ester
- Amino acid or derivatives
- Secondary alcohol
- Secondary carboxylic acid amide
- Amino acid
- Carboxamide group
- Carboxylic acid ester
- 1,2-aminoalcohol
- Organoheterocyclic compound
- Carboxylic acid derivative
- Acetal
- Carboxylic acid
- Oxacycle
- Primary amine
- Carbonyl group
- Organic nitrogen compound
- Primary aliphatic amine
- Alcohol
- Amine
- Primary alcohol
- Organic oxide
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic 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: | Not Available |
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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: | - 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
- Li, H., Park, J. T. (1999). "The periplasmic murein peptide-binding protein MppA is a negative regulator of multiple antibiotic resistance in Escherichia coli." J Bacteriol 181:4842-4847. Pubmed: 10438753
- 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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