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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB110631 |
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Identification |
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| Name: |
N-acetyl-L-glutamate |
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| Description: | An N-acyl-L-α-amino acid anion resulting from deprotonation of both carboxy groups of N-acetyl-L-glutamic acid. |
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Structure |
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| Synonyms: | -
N-acetyl-L-glutamic acid
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acetyl-L-glu
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acetyl-L-glutamate
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NAG
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Chemical Formula: |
C7H9NO5
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| Average Molecular Weight: |
187.15 |
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| Monoisotopic Molecular
Weight: |
189.0637224688 |
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| InChI Key: |
RFMMMVDNIPUKGG-YFKPBYRVSA-L |
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| InChI: |
InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-2/t5-/m0/s1 |
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| CAS
number: |
1188-37-0 |
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| IUPAC Name: | (2S)-2-acetamidopentanedioate |
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Traditional IUPAC Name: |
acetylglutamate |
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| SMILES: | CC(=O)NC(C([O-])=O)CCC(=O)[O-] |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom |
Chemical entities |
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| Super Class | Organic compounds |
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Class |
Organic acids and derivatives |
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| Sub Class | Carboxylic acids and derivatives |
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Direct Parent |
Glutamic acid and derivatives |
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| Alternative Parents |
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| Substituents |
- Glutamic acid or derivatives
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Dicarboxylic acid or derivatives
- Fatty acid
- Acetamide
- Secondary carboxylic acid amide
- Carboxamide group
- Carboxylic acid
- Hydrocarbon derivative
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxide
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
Not Available |
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Physical Properties |
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| State: |
Solid |
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| Charge: | -2 |
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Melting point: |
199 - 201 °C |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | 199 - 201 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 52 mg/mL | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Pekkala S, Martínez AI, Barcelona B, Gallego J, Bendala E, Yefimenko I, Rubio V, Cervera J (2009)Structural insight on the control of urea synthesis: identification of the binding site for N-acetyl-L-glutamate, the essential allosteric activator of mitochondrial carbamoyl phosphate synthetase. The Biochemical journal 424, Pubmed: 19754428
- Jia X, Ozawa K, Loscha K, Otting G (2009)Glutarate and N-acetyl-L-glutamate buffers for cell-free synthesis of selectively 15N-labelled proteins. Journal of biomolecular NMR 44, Pubmed: 19399372
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| Synthesis Reference: |
hang, Xiaolin; Yang, Qiyong; Sun, Yuesheng. Preparation of N-acetyl-L-glutamic acid. Huaxue Shijie (2002), 43(7), 363-365. |
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| Material Safety Data Sheet (MSDS) |
Download (PDF) |
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Links |
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| External Links: |
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