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G1001

D-Glutamic acid

Name: <SC>D</SC>-Glutamic acid
Brand: SIGMA

≥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

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Properties

Product Name

D-Glutamic acid, ≥99% (TLC)

Quality Level

200

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)

Description

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.

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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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Identification of the Escherichia coli murI gene, which is required for the biosynthesis of D-glutamic acid, a specific component of bacterial peptidoglycan.

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

Hybrid Steered Molecular Dynamics-Docking: An Efficient Solution to the Problem of Ranking Inhibitor Affinities Against a Flexible Drug Target.

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

Allosteric control of an ionotropic glutamate receptor with an optical switch.

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

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Global Trade Item Number

SKU	GTIN
G1001-5G	04061833624623
G1001-100G	04061833624593
G1001-1G	04061833624609
G1001-25G	04061833624616