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G2253

Sigma-Aldrich

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:
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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
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
X Huang et al.
The Journal of biological chemistry, 275(34), 26233-26240 (2000-08-22)
The x-ray crystal structure of the heterodimeric carbamoyl phosphate synthetase from Escherichia coli has identified an intermolecular tunnel that connects the glutamine binding site within the small amidotransferase subunit to the two phosphorylation sites within the large synthetase subunit. The
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