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Key Documents

M6126

Sigma-Aldrich

DL-threo-β-Methylaspartic acid

Synonym(s):

2-Amino-3-methylsuccinic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4
CAS Number:
Molecular Weight:
147.13
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Assay

≥98% (TLC)

Quality Level

form

powder

color

white

SMILES string

CC(C(N)C(O)=O)C(O)=O

InChI

1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)

InChI key

LXRUAYBIUSUULX-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

DL-threo-β-Methylaspartic acid is an amino acid derivative.

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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G F Short et al.
Biochemistry, 39(30), 8768-8781 (2000-07-29)
Aspartates 25 and 125, the active site residues of HIV-1 protease, participate functionally in proteolysis by what is believed to be a general acid-general base mechanism. However, the structural role that these residues may play in the formation and maintenance
N P Botting et al.
Biochemistry, 31(5), 1509-1520 (1992-02-11)
The enzyme 3-methylaspartate ammonia-lyase (EC 4.3.1.2) catalyzes the exchange of the C-3 hydrogen of the substrate, (2S,3S)-3-methylaspartic acid, with solvent hydrogen. The mechanism of the exchange reaction was probed using (2S,3S)-3-methylaspartic acid and its C-3-deuteriated isotopomer. Incubations conducted in tritiated
M R Dessì et al.
Bollettino della Societa italiana di biologia sperimentale, 55(12), 1189-1195 (1979-07-15)
beta-methyl-aspartic acid is a substrate for beef kidney D-aspartate oxidase. The first product of a typical oxidative deamination, undergoes further spontaneous process of decarboxylation which gives as product, the alpha-keto-butyric acid.
Miryam Asuncion et al.
The Journal of biological chemistry, 277(10), 8306-8311 (2001-12-19)
Methylaspartate ammonia-lyase (3-methylaspartase, MAL; EC ) catalyzes the reversible anti elimination of ammonia from L-threo-(2S,3S)-3-methylaspartic acid to give mesaconic acid. This reaction lies on the main catabolic pathway for glutamate in Clostridium tetanomorphum. MAL requires monovalent and divalent cation cofactors
Jorge Heredia-Moya et al.
Bioorganic & medicinal chemistry, 16(11), 5908-5913 (2008-05-13)
Beta-(S-Methyl)thioaspartic acid occurs as a posttranslational modification at position 88 in Escherichia coli ribosomal protein S12, a position that is a mutational hotspot resulting in both antibiotic-resistant and antibiotic-sensitive phenotypes. Critical to research designed to determine the biological function of

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