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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)

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)

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
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
I Goldwaser et al.
Molecular pharmacology, 58(4), 738-746 (2000-09-22)
Several ligands, when complexed with vanadium, potentiate its insulinomimetic activity both in vivo and in vitro. We have recently found that L-Glu-gamma-monohydroxamate (HXM) and L-Asp(beta)HXM were especially potent in this regard. In the present study, we used vanadium-enriched adipose cells
G X Zhang et al.
Nutrition (Burbank, Los Angeles County, Calif.), 13(7-8), 652-655 (1997-07-01)
Exogenous epidermal growth factor (EGF) markedly increases the in vivo uptake of glutamine by small intestine during total parenteral nutrition (TPN). Since glutamine is the major oxidative fuel for the small intestine and is synthesized mainly in skeletal muscle, we
Changes in enzymatic activity of fish and slaughter animals meat after high pressure treatment at subzero temperatures
Malinowska-Panczyk E and Kolodziejska I
Polish Journal of Food and Nutrition Sciences, 68(2), 125-131 (2018)
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