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Key Documents

04685

Sigma-Aldrich

Nε-Methyl-L-lysine hydrochloride

≥98.0% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C7H16N2O2 · HCl
CAS Number:
Molecular Weight:
196.68
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥98.0% (TLC)

optical activity

[α]/D 20.5±1.5°, c = 0.1 in 1 M HCl

storage temp.

2-8°C

SMILES string

Cl.CNCCCC[C@H](N)C(O)=O

InChI

1S/C7H16N2O2.ClH/c1-9-5-3-2-4-6(8)7(10)11;/h6,9H,2-5,8H2,1H3,(H,10,11);1H/t6-;/m0./s1

InChI key

AQELUQTVJOFFBN-RGMNGODLSA-N

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Biochem/physiol Actions

N ε-methyl-L-lysine was identified as a lysine analog with inhibitory effects on the growth and sporulation of Penicillium chrysogenum and benzyl-penicillin formation by mycelia.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Matthew F Bush et al.
The journal of physical chemistry. A, 111(32), 7753-7760 (2007-07-20)
The gas-phase structures of protonated and alkali-metal-cationized lysine (Lys) and epsilon-N-methyllysine (Lys(Me)) are investigated using infrared multiple photon dissociation (IRMPD) spectroscopy utilizing light generated by a free electron laser, in conjunction with ab initio calculations. IRMPD spectra of Lys.Li(+) and
Duy P Nguyen et al.
Journal of the American Chemical Society, 131(40), 14194-14195 (2009-09-24)
Lysine methylation is an important post-translational modification of histone proteins that defines epigenetic status and controls heterochromatin formation, X-chromosome inactivation, genome imprinting, DNA repair, and transcriptional regulation. Despite considerable efforts by chemical biologists to synthesize modified histones for use in
C A Regenstreif et al.
Canadian journal of microbiology, 32(6), 522-524 (1986-06-01)
alpha-Methyl lysine was investigated as a potential inhibitor of lysine transport in Escherichia coli and Bacillus sphaericus. At equimolar concentrations, no inhibition was observed in either organism, but at 10X and 100X the lysine concentration, alpha-methyl lysine caused a 20-50%
Methylated lysines and 3-methylhistidine in myosin: tissue and developmental differences.
G Huszar
Methods in enzymology, 106, 287-295 (1984-01-01)
Agnes M Móricz et al.
Natural product communications, 6(5), 657-660 (2011-05-28)
The influence of monomethylated basic amino acids [NG-monomethyl-L-arginine (MMA) and Nepsilon-monomethyl-L-lysine (MML)] and ozone capturers (indigo carmine, d-limonene) on the antibacterial effect of the mycotoxins aflatoxins B1, B2, G1 and G2 was studied in BioArena, which is a complex bioautographic

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