General description
D-Glutamic acid is an essential constituent of the bacterial peptidoglycan structure. The conversion of L-glutamate to D-glutamate by glutamate racemase (GR) enzyme is an essential step in the synthesis of peptidoglycan.
There are two forms of glutamic acid found in nature: L-glutamic acid and D-glutamic acid. D-glutamic acid, is not endogenously produced in higher mammals. It is found naturally primarily in the cell walls of certain bacteria. D-glutamate is also present in certain foods e.g., soybeans and also arises from the turnover of the intestinal tract microflora, whose cell walls contain significant D-glutamate. Unlike other D-amino acids, D-glutamate is not oxidized by the D-amino acid oxidases, and therefore this detoxification pathway is not available for handling D-glutamate.
Application
D-glutamic acid is suitable for use in the structure-affinity relationship (SAR)-study of GR (glutamate racemase) enzyme and its inhibitors.
D-Glutamic Acid Powder CAS Number 6893-26-1
| Identification |
| Name |
D(-)-Glutamic acid |
| Synonyms |
D-2-Aminoglutaric acid; (R)-2-Aminopentanedioic acid |
| Molecular Formula |
C5H9NO4 |
| Molecular Weight |
147.13 |
| CAS Registry Number |
6893-26-1 |
| EINECS |
230-000-8 |
| Melting point |
200-202 ºC |
| alpha |
-31.3 º (c=10, 2 N HCl) |
| Water solubility |
7 g/L (20 ºC) |
| D(-)-Glutamic acid Basic information |
| Product Name: |
D(-)-Glutamic acid |
| Synonyms: |
(2R)-2-Aminoglutaric acid;D-α-AMinoglutaric acid;D-1-AMinopropane-1,3-dicarboxylic acid;D(-)-GlutaMic acid, 99+% 25GR;D(-)-GlutaMic acid, 99+% 5GR;(2R)-GlutaMic Acid;NSC 77686;D-2-AMINOPENTANEDIOIC ACID |
| CAS: |
6893-26-1 |
| MF: |
C5H9NO4 |
| MW: |
147.13 |
| EINECS: |
230-000-8 |
| Product Categories: |
Glutamate receptor;amino acid;Amino ACIDS SERIES;Glutamic acid [Glu, E];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;Nutritional Supplements;Amino Acids |
| Mol File: |
6893-26-1.mol |
| |
| |
| D(-)-Glutamic acid Chemical Properties |
| Melting point |
200-202 °C (subl.)(lit.) |
| alpha |
-31.3 º (c=10, 2 N HCl) |
| Boiling point |
267.21°C (rough estimate) |
| density |
1.5380 |
| refractive index |
1.4210 (estimate) |
| storage temp. |
Store at RT. |
| pka |
pK1:2.162(+1);pK2:4.272(0);pK3:9.358(-1) (25°C) |
| form |
Powder |
| color |
White to off-white |
| Water Solubility |
7 g/L (20 ºC) |
| Merck |
14,4469 |
| BRN |
1723800 |
| InChIKey |
WHUUTDBJXJRKMK-GSVOUGTGSA-N |
| CAS DataBase Reference |
6893-26-1(CAS DataBase Reference) |
| NIST Chemistry Reference |
D-Glutamic acid(6893-26-1) |
| EPA Substance Registry System |
D-Glutamic acid (6893-26-1) |
| Hazard Codes |
Xi |
| Risk Statements |
36/37/38 |
| Safety Statements |
24/25-36-26 |
| WGK Germany |
3 |
| F |
10 |
| TSCA |
Yes |
| HS Code |
29224200 |
| Provider |
Language |
| D-2-Aminoglutaric acid |
English |
| ACROS |
English |
| SigmaAldrich |
English |
| ALFA |
English |
| |
| D(-)-Glutamic acid Usage And Synthesis |
| Chemical Properties |
White cryst. powder |
| Uses |
D-Glutamic Acid is the unnatural (R)-enantiomer of Glutamic Acid, a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. Glutamic Acid is also a key molecule in cellular metabolism. |
| Definition |
ChEBI: An optically active form of glutamic acid having D-configuration. |
| Biological Activity |
Excitatory amino acid acting at NMDA receptors; less active than the L-isomer. |
| |
| D(-)-Glutamic acid Preparation Products And Raw materials |
| Raw materials |
DL-Glutamic acid |
| Preparation Products |
5-Hydroxymethylpyrrolidin-2-one |
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