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Key Documents

M6126

Sigma-Aldrich

DL-threo-β-Methylaspartic acid

≥98% (TLC)

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

product name

DL-threo-β-Methylaspartic acid,

Assay

≥98% (TLC)

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

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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Silke Schabbert et al.
Bioorganic & medicinal chemistry, 10(10), 3331-3337 (2002-08-02)
We report the synthesis and biological activity of a series of side-chain-constrained RGD peptides containing the (2S,3R) or (2S,3S) beta-methyl aspartic acid within the RGD sequence. These compounds have been assayed for binding to the integrin receptors alpha(IIb)beta3 and alpha(v)beta3
Amanda J Brooks et al.
Biochemistry, 44(46), 15167-15181 (2005-11-16)
Glutamate mutase (GM) is a cobalamin-dependent enzyme that catalyzes the reversible interconversion of L-glutamate and L-threo-3-methylaspartate via a radical-based mechanism. To initiate catalysis, the 5'-deoxyadenosylcobalamin (AdoCbl) cofactor's Co-C bond is cleaved homolytically to generate an adenosyl radical and Co2+ Cbl.
S L Bearne et al.
Molecular and cellular biochemistry, 221(1-2), 117-126 (2001-08-17)
Beta-methylaspartase (EC 4.3.1.2) was purified 20-fold in 35% yield from Fusobacterium varium, an obligate anaerobe. The purification steps included heat treatment, fractional precipitation with ammonium sulfate and ethanol, gel filtration, and ion exchange chromatography on DEAE-Sepharose. The enzyme is dimeric
Y Asano et al.
FEMS microbiology letters, 118(3), 255-258 (1994-05-15)
Crystalline 3-methylaspartase (EC 4.3.1.2) from Escherichia coli strain YG1002 that had been isolated from soil was characterized. The enzyme activity was induced when the organism was grown statically on medium containing (S)-glutamic acid. Its molecular mass is about 84 kDa
P Madhavapeddi et al.
Chemistry & biology, 8(12), 1143-1149 (2002-01-05)
Adenosylcobalamin (coenzyme B(12))-dependent enzymes catalyze a variety of chemically difficult reactions that proceed through the generation of free radical intermediates. A long-standing question is how proteins stabilize what are normally regarded as highly reactive organic radicals and direct them towards

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