D(-)-Glutamic acid CAS 6893-26-1

Introduction:Basic information about D(-)-Glutamic acid CAS 6893-26-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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)
pkapK1:2.162(+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
InChI1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
InChIKeyWHUUTDBJXJRKMK-GSVOUGTGSA-N
SMILESN[C@H](CCC(O)=O)C(O)=O
LogP-0.969 (est)
CAS DataBase Reference6893-26-1(CAS DataBase Reference)
NIST Chemistry ReferenceD-Glutamic acid(6893-26-1)
EPA Substance Registry SystemD-Glutamic acid (6893-26-1)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
10
TSCA TSCA listed
HS Code 29224200
Storage Class11 - Combustible Solids

D(-)-Glutamic acid Usage And Synthesis

Chemical PropertiesWhite cryst. powder
UsesD-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.
UsesD-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.
UsesD-glutamic acid is suitable for use in the structure-affinity relationship (SAR)-study of GR (glutamate racemase) enzyme and its inhibitors.
DefinitionChEBI: An optically active form of glutamic acid having D-configuration.
General DescriptionD-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 ActivityExcitatory amino acid acting at NMDA receptors; less active than the L-isomer.
Biochem/physiol ActionsUnnatural isomer of glutamic acid.
storageRoom temperature

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

Raw materialsDL-Glutamic acid-->4-methylsulfanyl-2-oxo-butanoic acid-->3-(4-Imidazolyl)-2-oxopropionic acid-->D-Norleucine-->D(-)-Norvaline-->D-Histidine-->D-Glutamine-->D-Methionine-->2-Oxopentanoic acid-->3-METHYL-2-OXOBUTYRIC ACIDDISCONTINUED-->2-oxohexanoic acid-->D-Threonine-->L-Glutamic acid
Preparation Products5-Hydroxymethylpyrrolidin-2-one-->D-Pyroglutamic acid-->2-Oxobutyric acid-->4-Methyl-2-oxovaleric acid-->2-Ketoglutaric acid-->L-Leucine
D(-)-Fructose CAS 57-48-7
D(-)-Norvaline CAS 2013-12-9
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