L-GlutaMic acid γ-MonohydroxaMate

Names

[ CAS No. ]:
1955-67-5

[ Name ]:
L-GlutaMic acid γ-MonohydroxaMate

[Synonym ]:
(4S)-4-Amino-4-carboxybutanehydroxamic acid
(2S)-5-amino-2-(hydroxyamino)-5-keto-valeric acid
N5-Hydroxy-L-glutamine
(S)-4-Amino-4-carboxybutanehydroximic acid
3-[2-Oxo-2-(hydroxyamino)ethyl]alanine
(2S)-2-Amino-5-oxo-5-(hydroxyamino)pentanoic acid
AMINO ACID HYDROXAMATES L-GLUTAMIC ACID γ-MONOHYDROXAMATE
L-GlutaMic acid γ-MonohydroxaMate

Biological Activity

[Description]:

L-Glutamic γ-monohydroxamate is an antitumor agent, inhibits cell proliferation. L-Glutamic γ-monohydroxamate selectively inhibits the uptake of L-histidine into microvascular endothelial cell. L-Glutamic γ-monohydroxamate, as a vanadium ligand, activates glucose uptake and metabolism, thus decreases the blood glucose levels in vivo[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Vila J, et al. In vitro and in vivo anti-tumor activity of L-glutamic acid gamma-monohydroxamate against L1210 leukemia and B16 melanoma. Int J Cancer. 1990 Apr 15;45(4):737-43.

[2]. Sakurai E, et al. Stereoselective transport of histidine in rat lung microvascular endothelial cells. Am J Physiol Lung Cell Mol Physiol. 2002 Jun;282(6):L1192-7.

[3]. Goldwaser I, et al. L-Glutamic acid gamma-monohydroxamate. A potentiator of vanadium-evoked glucose metabolism in vitro and in vivo. J Biol Chem. 1999 Sep 10;274(37):26617-24.

Chemical & Physical Properties

[ Density]:
1.432g/cm3

[ Boiling Point ]:
553.6ºC at 760mmHg

[ Molecular Formula ]:
C₅H₁₀N₂O₄

[ Molecular Weight ]:
162.14400

[ Flash Point ]:
288.6ºC

[ Exact Mass ]:
162.06400

[ PSA ]:
116.14000

[ LogP ]:
0.22450

[ Vapour Pressure ]:
1.46E-14mmHg at 25°C

[ Index of Refraction ]:
1.538

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2928000090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2928000090

[ Summary ]:
2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

Articles

Cell differentiation of Proteus mirabilis is initiated by glutamine, a specific chemoattractant for swarming cells.

Mol. Microbiol. 8(1) , 53-60, (1993)

Swarming by Proteus mirabilis involves differentiation of typical short vegetative rods into filamentous hyperflagellated swarm cells which undergo cycles of rapid and co-ordinated population migratio...

Alternative substrates for wild-type and L109A E. coli CTP synthases: kinetic evidence for a constricted ammonia tunnel.

Eur. J. Biochem. 271(21) , 4204-12, (2004)

Cytidine 5'-triphosphate (CTP) synthase catalyses the ATP-dependent formation of CTP from uridine 5'-triphosphate using either NH(3) or l-glutamine as the nitrogen source. The hydrolysis of glutamine ...

Effect of epidermal growth factor on glutamine metabolic enzymes in small intestine and skeletal muscle of parenterally fed rats.

Nutrition 13(7-8) , 652-5, (1997)

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 t...