Skip to Content
MilliporeSigma
All Photos(5)

Key Documents

View All Documentation

G2253

Sigma-Aldrich

L-Glutamic acid γ-monohydroxamate

≥97% (TLC)

Synonym(s):

L-γ-Glutamylhydroxamic acid, L-5-N-Hydroxyglutamine

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Empirical Formula (Hill Notation):
C5H10N2O4
CAS Number:
1955-67-5
Molecular Weight:
162.14
MDL number:
MFCD00057719
UNSPSC Code:
12352209
PubChem Substance ID:
24895091
NACRES:
NA.26

Product Name

L-Glutamic acid γ-monohydroxamate,

assay

≥97% (TLC)

Quality Level

200

form

powder

color

white to off-white

application(s)

detection

storage temp.

−20°C

SMILES string

NC(CCC(=O)NO)C(O)=O

InChI

1S/C5H10N2O4/c6-3(5(9)10)1-2-4(8)7-11/h3,11H,1-2,6H2,(H,7,8)(H,9,10)

InChI key

YVGZXTQJQNXIAU-UHFFFAOYSA-N

Application

L-Glutamic acid γ-monohydroxamate has been used as a standard to calculate transglutaminase (TGase) activity.

Biochem/physiol Actions

L-Glutamic acid γ-monohydroxamate [L-Glu(gamma)HXM] is used as a vanadium ligand which potentiates vanadiums metabolic activity. L-Glu(gamma)HXM is also used as a substrate for E. coli asparagine synthetase B and as an ATP-dependent irreversible inhibitor of Escherichia coli gamma-glutamylcysteine synthetase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000428548
0000428548
0000406282
0000371988
0000325282

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M Katoh et al.
Bioscience, biotechnology, and biochemistry, 62(7), 1455-1457 (1998-08-28)
Incubation of Escherichia coli gamma-glutamylcysteine synthetase with L-glutamic acid gamma-monohydroxamate and ATP caused slow but irreversible inhibition of the enzyme, and more than 90% activity was lost in three days. The enzyme was not inactivated when ATP was absent or
N Seiler et al.
Neurochemical research, 15(3), 301-305 (1990-03-01)
The method for the assay of glutamine synthetase (GlnS) relies on the gamma-glutamyl transferase reaction, i.e. the formation of glutamyl-gamma-hydroxamate from glutamine and hydroxylamine, and the chromatographic separation of the reaction product from the reactants. The method is not only
S K Boehlein et al.
Biochemistry, 35(9), 3031-3037 (1996-03-05)
Escherichia coli asparagine synthetase B (AS-B) catalyzes the synthesis of asparagine from aspartic acid and glutamine in an ATP-dependent reaction. The ability of this enzyme to employ hydroxylamine and L-glutamic acid gamma-monohydroxamate (LGH) as alternative substrates in place of ammonia
Inhibition of malate-aspartate shuttle by the antitumor drug L-glutamic acid gamma-monohydroxamate in L1210 leukemia cells.
N Thomasset et al.
International journal of cancer, 51(2), 329-332 (1992-05-08)
C J Lusty
FEBS letters, 314(2), 135-138 (1992-12-14)
E. coli carbamyl phosphate synthetase binds 0.2-0.4 mol equivalents of glutamine in an acid resistant form. The bound material is quantitatively released as glutamate by weak base hydrolysis and as a mixture of 12% glutamate, 10% gamma-glutamylhydroxamate, and 70% pyrrollidonecarboxylic
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service