2-amino-2-methylsuccinic acid

Modify Date: 2024-01-14 07:50:02

2-amino-2-methylsuccinic acid Structure
2-amino-2-methylsuccinic acid structure
Common Name 2-amino-2-methylsuccinic acid
CAS Number 2792-66-7 Molecular Weight 147.12900
Density N/A Boiling Point N/A
Molecular Formula C5H9NO4 Melting Point 232-234ºC
MSDS USA Flash Point N/A

 Use of 2-amino-2-methylsuccinic acid


α-Methyl-DL-aspartic acid is a specific inhibitor of argininosuccinate synthase (ASS), and also is the rate-limiting enzyme for the recycling of 1-citrulline to 1-arginine[1].

 Names

Name 2-amino-2-methylbutanedioic acid
Synonym More Synonyms

 2-amino-2-methylsuccinic acid Biological Activity

Description α-Methyl-DL-aspartic acid is a specific inhibitor of argininosuccinate synthase (ASS), and also is the rate-limiting enzyme for the recycling of 1-citrulline to 1-arginine[1].
Related Catalog
In Vitro α-methyl-dl-aspartic acid can significantly reduce the anti-hypertensive activity of Bj-BPP-10c in SHR[2].
In Vivo α-methyl-dl-aspartic acid (147 mg/kg, i.v.) can diminish the l-citrulline-induced retinal vasodilation in Wistar rats[1]. Animal Model: Wistar rats Dosage: 147 mg/kg Administration: 147 mg/kg, i.v. Result: Attenuated the increase of retinal arteriolar diameter induced by L-citrulline.
References

[1]. Asami Mori, et al. l-Citrulline dilates rat retinal arterioles via nitric oxide- and prostaglandin-dependent pathways in vivo. J Pharmacol Sci. 2015 Apr;127(4):419-23.

[2]. Juliano R Guerreiro, et al. Argininosuccinate synthetase is a functional target for a snake venom anti-hypertensive peptide: role in arginine and nitric oxide production. J Biol Chem. 2009 Jul 24;284(30):20022-33.

 Chemical & Physical Properties

Melting Point 232-234ºC
Molecular Formula C5H9NO4
Molecular Weight 147.12900
Exact Mass 147.05300
PSA 100.62000

 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 2922499990

 Precursor & DownStream

Precursor  0

DownStream  2

 Customs

HS Code 2922499990
Summary HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

 Articles12

More Articles
Binding of C5-dicarboxylic substrate to aspartate aminotransferase: implications for the conformational change at the transaldimination step.

Biochemistry 44(23) , 8218-29, (2005)

The mechanism for the reaction of aspartate aminotransferase with the C4 substrate, l-aspartate, has been well established. The binding of the C4 substrate induces conformational change in the enzyme ...

Endothelial nitric oxide production is tightly coupled to the citrulline-NO cycle.

Nitric Oxide 17 , 115-121, (2007)

Nitric oxide (NO) is an important vasorelaxant produced along with L-citrulline from L-arginine in a reaction catalyzed by endothelial nitric oxide synthase (eNOS). Previous studies suggested that the...

Crystal structures of Escherichia coli aspartate aminotransferase in two conformations. Comparison of an unliganded open and two liganded closed forms.

J. Mol. Biol. 239(2) , 285-305, (1994)

Three crystal structures of wild type E. coli aspartate aminotransferase (E.C.2.6.1.1) in space group P2(1) have been determined at resolution limits between 2.6 and 2.35 A. The unliganded enzyme and ...

 Synonyms

2-Amino-2-methylsuccinic acid
D-Aspartic acid,2-methyl-,hydrochloride (1:1)
2-Methylaspartic acid
MFCD00056709
Aspartic acid,2-methyl
2-Amino-2-methyl-bernsteinsaeure