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Key Documents

G3521

Sigma-Aldrich

L-Glutamic acid amide

Synonym(s):

L-Isoglutamine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O3
CAS Number:
Molecular Weight:
146.14
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥98% (TLC)

form

powder

color

white to off-white

storage temp.

−20°C

SMILES string

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

InChI

1S/C6H12N2O2/c1-4(9)2-3-5(7)6(8)10/h5H,2-3,7H2,1H3,(H2,8,10)/t5-/m0/s1

InChI key

AULUINXDLCVMOX-YFKPBYRVSA-N

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Biochem/physiol Actions

L-Glutamic acid amide is a component of molecules such as the bacterial cell wall muramyl dipeptides and its analogues such as N-Acetylmuramyl-L-alanyl-L-isoglutamine.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Günter Harth et al.
Molecular microbiology, 58(4), 1157-1172 (2005-11-03)
Glutamine synthetases (GS) are ubiquitous enzymes that play a central role in every cell's nitrogen metabolism. We have investigated the expression and activity of all four genomic Mycobacterium tuberculosis GS - GlnA1, GlnA2, GlnA3 and GlnA4 - and four enzymes
T Solmajer et al.
International journal of pharmaceutics, 199(1), 59-64 (2000-05-05)
In a recent article (Planinsek, O., Srcic, S., 1999. Int. J. Pharm. 87, 199-207) some interesting physicochemical properties of a series N-(7-oxoacyl)-L-alanyl-D-isoglutamines with n=0-6 methylene groups between the terminal methyl and 7-oxo group were measured. In view of the practical
Geoffroy Nourissat et al.
PloS one, 5(8), e12248-e12248 (2010-09-02)
The enthesis, which attaches the tendon to the bone, naturally disappears with aging, thus limiting joint mobility. Surgery is frequently needed but the clinical outcome is often poor due to the decreased natural healing capacity of the elderly. This study
O Planinsek et al.
International journal of pharmaceutics, 187(2), 199-207 (1999-09-30)
N-(7-Oxoacyl)-L-alanyl-D-isoglutamines are substances with similar effects on immune system as N-acetylmuramyldipeptide (MDP). They were synthesized to eliminate some side effects of MDP: pyrogenicity, leucopenia, hypertension and fast elimination from the body. The aim of our work was to determine some
Z Zídek et al.
International journal of immunopharmacology, 15(5), 631-637 (1993-07-01)
The present experiments demonstrate that, similar to immunomodulatory muramyl dipeptide, its desmuramyl analog adamantylamide dipeptide is able to induce mild and fully reversible paw edema in mice. This effect is an immune-related phenomenon depending on the activation of T-cell/macrophage interactions

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