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Merck

G1001

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
NACRES:
NA.32
PubChem Substance ID:
24895031
UNSPSC Code:
12352209
EC Number:
230-000-8
MDL number:
MFCD00063112
Beilstein/REAXYS Number:
1723800

Key Documents

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Product Name

D-Glutamic acid, ≥99% (TLC)

InChI key

WHUUTDBJXJRKMK-GSVOUGTGSA-N

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

SMILES string

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

assay

≥99% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

mp

200-202 °C (subl.) (lit.)

Quality Level

200

Gene Information

human ... CCR2(1231)

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCL0098
SLCK0988
SLCH4322
SLCG5498
SLCF0619

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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
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
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
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
Jia Luo et al.
Science (New York, N.Y.), 298(5592), 425-429 (2002-10-12)
The motor abnormalities of Parkinson's disease (PD) are caused by alterations in basal ganglia network activity, including disinhibition of the subthalamic nucleus (STN), and excessive activity of the major output nuclei. Using adeno-associated viral vector-mediated somatic cell gene transfer, we
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