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D(-)-Glutamic acid

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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-Glutaminic acid
CAS:
6893-26-1
MF:
C5H9NO4
MW:
147.13
EINECS:
230-000-8
Product Categories:
  • amino acid
  • Glutamate receptor
  • 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
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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. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Water (Slightly)
form 
Powder
pka
pK1:2.162(+1);pK2:4.272(0);pK3:9.358(-1) (25°C)
color 
White to off-white
Water Solubility 
7 g/L (20 ºC)
Merck 
14,4469
BRN 
1723800
InChIKey
WHUUTDBJXJRKMK-GSVOUGTGSA-N
LogP
-0.969 (est)
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
10
TSCA 
Yes
HS Code 
29224200

MSDS

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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.

Uses

D-Glutamic acid acts as a superior to alpha ketoglutarate. It helps in the growth of Lactobacillus arabinosus. It can inhibit the IgE binding to peanut allergens. It is widely used in pharmaceuticals and foods.

Uses

D-glutamic acid is suitable for use in the structure-affinity relationship (SAR)-study of GR (glutamate racemase) enzyme and its inhibitors.

Definition

ChEBI: An optically active form of glutamic acid having D-configuration.

General Description

D-Glutamic acid is an essential constituent of the bacterial peptidoglycan structure. It is added to UDP-N-acetylmuramyl-L-alanine (UDP-MurNAc-L-alanine) by the enzyme D-glutamic acid-adding enzyme (murD). This is, then, incorporated into the peptidoglycan precursor. Peptidoglycan makes up the cell walls of Gram-positive and -negative bacteria. The conversion of L-glutamate to D-glutamate by glutamate racemase (GR) enzyme is an essential step in the synthesis of peptidoglycan.

Biological Activity

Excitatory amino acid acting at NMDA receptors; less active than the L-isomer.

Biochem/physiol Actions

Unnatural isomer of glutamic acid.

storage

Room temperature

D(-)-Glutamic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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