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73156
N-Methyl-L-serin
≥98% (TLC)
Synonym(e):
(S)-3-Hydroxy-2-(methylamino)-propionsäure, N-Me-Ser-OH
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Über diesen Artikel
Empirische Formel (Hill-System):
C4H9NO3
CAS-Nummer:
Molekulargewicht:
119.12
UNSPSC Code:
12352202
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2498641
Quality Level
assay
≥98% (TLC)
form
powder
optical activity
[α]/D +9.5±1.0°, c = 1 in 1 M HCl
composition
carbon, 39.5-41.1% , nitrogen, 11.5-12.0%
color
white
mp
204 °C
SMILES string
CN[C@@H](CO)C(O)=O
InChI
1S/C4H9NO3/c1-5-3(2-6)4(7)8/h3,5-6H,2H2,1H3,(H,7,8)/t3-/m0/s1
InChI key
PSFABYLDRXJYID-VKHMYHEASA-N
Biochem/physiol Actions
N-Methyl amino acids play an important role in investigations on prevention or therapy of Alzheimer′s disease[1], 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. N-Methyl-L-serine stimulates hyaluronan production in human skin fibroblasts.
N-Methyl-L-serine has been found to stimulate production of high molecular mass hyaluronan in human fibroblasts. This effect was specific to methylated L-serine and not observed with other methylated amino acids.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Lagerklasse
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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N-Methyl-L-serine stimulates hyaluronan production in human skin fibroblasts.
Sakai, S., et al.
Skin Pharmacology and Physiology, 12, 276-283 (1999)
Péter Nemes et al.
Journal of mass spectrometry : JMS, 40(1), 43-49 (2004-12-08)
The association properties of natural and non-natural amino acids were studied in detail using electrospray ionization mass spectrometry. The results show a highly diverse cluster formation behavior of amino acids. There are differences regarding the degree of clustering (average cluster
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