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G1001

Sigma-Aldrich

D-Glutamic acid

≥99% (TLC), suitable for ligand binding assays

Synonym(s):

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

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About This Item

Linear Formula:
HO2CCH2CH2CH(NH2)CO2H
CAS Number:
6893-26-1
Molecular Weight:
147.13
Beilstein:
1723800
EC Number:
230-000-8
MDL number:
MFCD00063112
UNSPSC Code:
12352209
PubChem Substance ID:
24895031
NACRES:
NA.32

product name

D-Glutamic acid, ≥99% (TLC)

Assay

≥99% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

mp

200-202 °C (subl.) (lit.)

SMILES string

N[C@H](CCC(O)=O)C(O)=O

InChI

1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1

InChI key

WHUUTDBJXJRKMK-GSVOUGTGSA-N

Gene Information

human ... CCR2(1231)

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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.

Application

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

Biochem/physiol Actions

Unnatural isomer of glutamic acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P Doublet et al.
Journal of bacteriology, 174(18), 5772-5779 (1992-09-01)
The murI gene of Escherichia coli, whose inactivation results in the inability to form colonies in the absence of D-glutamic acid, was identified in the 90-min region of the chromosome. The complementation of an auxotrophic E. coli B/r strain by
Matthew Volgraf et al.
Nature chemical biology, 2(1), 47-52 (2006-01-13)
The precise regulation of protein activity is fundamental to life. The allosteric control of an active site by a remote regulatory binding site is a mechanism of regulation found across protein classes, from enzymes to motors to signaling proteins. We
Katie L Whalen et al.
Molecular informatics, 30(5), 459-471 (2011-07-09)
Existing techniques which attempt to predict the affinity of protein-ligand interactions have demonstrated a direct relationship between computational cost and prediction accuracy. We present here the first application of a hybrid ensemble docking and steered molecular dynamics scheme (with a
Dimitri Ryczko et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(17), E2440-E2449 (2016-04-14)
Dopamine neurons are classically known to modulate locomotion indirectly through ascending projections to the basal ganglia that project down to brainstem locomotor networks. Their loss in Parkinson's disease is devastating. In lampreys, we recently showed that brainstem networks also receive
H Persson et al.
Molecular and cellular biology, 10(9), 4701-4711 (1990-09-01)
The gene encoding glutamic acid decarboxylase (GAD), the key enzyme in the synthesis of the inhibitory neurotransmitter gamma-aminobutyric acid, is shown to be expressed in the testis of several different species. Nucleotide sequence analysis of a cDNA clone isolated from
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Chromatograms

application for HPLC

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