G2253
L-Glutamic acid γ-monohydroxamate
≥97% (TLC)
Synonym(s):
L-γ-Glutamylhydroxamic acid, L-5-N-Hydroxyglutamine
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About This Item
Empirical Formula (Hill Notation):
C5H10N2O4
CAS Number:
Molecular Weight:
162.14
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Product Name
L-Glutamic acid γ-monohydroxamate,
Assay
≥97% (TLC)
Quality Level
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
Related Categories
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
I Goldwaser et al.
The Journal of biological chemistry, 274(37), 26617-26624 (1999-09-03)
We report that the vanadium ligand L-Glu(gamma)HXM potentiates the capacity of free vanadium ions to activate glucose uptake and glucose metabolism in rat adipocytes in vitro (by 4-5-fold) and to lower blood glucose levels in hyperglycemic rats in vivo (by
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
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