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HomeProduct name listD(-)-Glutamic acid

D(-)-Glutamic acid

Synonym(s):(R)-2-Aminoglutaric acid;(R)-2-Aminopentanedioic acid;D-Glu;R-(−)-1-Aminopropane-1,3-dicarboxylic acid

  • CAS NO.:6893-26-1
  • Empirical Formula: C5H9NO4
  • Molecular Weight: 147.13
  • MDL number: MFCD00063112
  • EINECS: 230-000-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
D(-)-Glutamic acid Structural

What is D(-)-Glutamic acid?

Chemical properties

White cryst. powder

The Uses of D(-)-Glutamic acid

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.

The Uses of D(-)-Glutamic acid

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.

The Uses of D(-)-Glutamic acid

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

Properties of D(-)-Glutamic acid

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)
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
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)

Safety information for D(-)-Glutamic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P362:Take off contaminated clothing and wash before reuse.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for D(-)-Glutamic acid

InChIKey WHUUTDBJXJRKMK-GSVOUGTGSA-N

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