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Sigma-Aldrich

N-Methyl-L-threonine

≥98% (TLC)

Synonym(s):

(2S,3R)-3-Hydroxy-2-(methylamino)butyric acid, N-Me-Thr-OH

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About This Item

Empirical Formula (Hill Notation):
C5H11NO3
CAS Number:
2812-28-4
Molecular Weight:
133.15
Beilstein:
1722279
MDL number:
MFCD02094308
UNSPSC Code:
12352202
PubChem Substance ID:
329757944

Assay

≥98% (TLC)

form

powder

optical activity

[α]/D -24.0±1.0°, c = 1 in 1 M HCl

composition

carbon, 44.2-46.0%
nitrogen, 10.3-10.8%

color

white

storage temp.

2-8°C

SMILES string

CN[C@@H]([C@@H](C)O)C(O)=O

InChI

1S/C5H11NO3/c1-3(7)4(6-2)5(8)9/h3-4,6-7H,1-2H3,(H,8,9)/t3-,4+/m1/s1

InChI key

CCAIIPMIAFGKSI-DMTCNVIQSA-N

Biochem/physiol Actions

N-Methyl amino acids play an important role in investigations on prevention or therapy of Alzheimer′s disease, neurofibrillary tangles or amyloid plaque are physiological characteristics of this disease and ?-amyloid(40) fibrillogenesis and disassembly of ?-amyloid(40) fibrils is inhibited by short ?-amyloid congeners containing N-methyl amino acids at alternate residue.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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D J Gordon et al.
Biochemistry, 40(28), 8237-8245 (2001-07-11)
A potential goal in the prevention or therapy of Alzheimer's disease is to decrease or eliminate neuritic plaques composed of fibrillar beta-amyloid (Abeta). In this paper we describe N-methyl amino acid containing congeners of the hydrophobic "core domain" of Abeta

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