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80351

Sigma-Aldrich

N-Methyl-cis-4-hydroxy-L-proline

≥98.0% (TLC)

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Synonym(s):
(4S)-4-Hydroxy-1-methyl-L-proline, N-Me-cis-Hyp-OH, N-Methyl-L-allohydroxyproline
Empirical Formula (Hill Notation):
C6H11NO3
CAS Number:
Molecular Weight:
145.16
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥98.0% (TLC)

form

powder

optical activity

[α]/D -68.5±2.5°, c = 1 in H2O

SMILES string

CN1C[C@@H](O)C[C@H]1C(O)=O

InChI

1S/C6H11NO3/c1-7-3-4(8)2-5(7)6(9)10/h4-5,8H,2-3H2,1H3,(H,9,10)/t4-,5-/m0/s1

InChI key

FMIPNAUMSPFTHK-WHFBIAKZSA-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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

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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