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D(-)-Glutamic acid

Catalog No.
C6147
Widely used for preparing enantiomers of active molecules and foods.
Grouped product items
SizePriceStock Qty
10g
$50.00
In stock
25g
$68.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

D(-)-Glutamic acid (CAS No.: 6893-26-1) is a non-proteinogenic enantiomer of glutamic acid that is widely utilized in biomedical research, pharmaceutical development, and food science due to its distinct stereochemical and biological properties. Unlike the L-isomer, which serves as the principal excitatory neurotransmitter in the central nervous system and participates in glutamatergic signaling pathways, D(-)-glutamic acid is not a primary neurotransmitter but plays critical roles in microbial physiology, particularly as an essential component of bacterial peptidoglycan. It is incorporated into the peptidoglycan precursor UDP-N-acetylmuramoyl-L-alanine via the MurD ligase, forming a key intermediate in bacterial cell wall biosynthesis, thereby representing an important biochemical node for antimicrobial target exploration. Additionally, D(-)-glutamic acid is a constituent of poly-γ-glutamic acid polymers produced by Bacillus species, contributing to biofilm formation and microbial survival. Although it does not directly engage classical glutamate receptors with high affinity, its structural similarity to L-glutamate makes it relevant for studying stereospecificity in amino acid transporters and enzyme systems. In vitro studies typically employ D(-)-glutamic acid in the micromolar to millimolar concentration range to investigate bacterial growth, enzyme kinetics, and metabolic incorporation, while in vivo applications may involve modulation of microbial physiology or biomaterial synthesis depending on experimental objectives. Its utility in drug discovery is primarily linked to antibacterial research, enzyme mechanism studies, and the design of inhibitors targeting cell wall biosynthetic pathways.

Chemical Properties

Physical AppearanceA solid
Storage-20°C
M.Wt147.13
Cas No.6893-26-1
FormulaC5H9NO4
SynonymsGlutamic Acid; NSC 77686
Solubility≥6.45 mg/mL in H2O; insoluble in EtOH; insoluble in DMSO
Chemical Name(R)-2-aminopentanedioic acid
Canonical SMILESO=S([O-])(OCCCCCCCCCCCC)=O.[Na+]
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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