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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
grade:
for analytical purposes

grade

for analytical purposes

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
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


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C G Friedrich et al.
Applied and environmental microbiology, 34(6), 706-709 (1977-12-01)
Compounds structurally related to lysine were tested against Penicillium chrysogenum Wis. 54-1255 for inhibition of growth, sporulation, and penicillin formation. This strain is relatively resistant to lysine analogs. The compounds that were the more active inhibitors of growth and whose
M Friedman et al.
The Journal of nutrition, 111(8), 1362-1369 (1981-08-01)
Growth assays using mice on synthetic amino acid diets showed that substituting epsilon-N-methyl-L-lysine, epsilon-N-dimethyl-L-lysine and epsilon-N-trimethyl-L-lysine for lysine resulted in relative replacement values about 1/12, 1/20 and 1/25, respectively, of that obtained with the standard lysine diet. Similar studies showed
H Kalász et al.
Journal of chromatographic science, 43(4), 165-168 (2005-06-25)
Administration of (14)C-labelled L-deprenyl to rats results in the urinary elimination of a 14C-labelled compound. The 9-fluorenylmethoxycarbonyl chloride-reacted urine sample is fractionated by high-performance liquid chromatography (HPLC) on an octadecyl silica stationary phase. N(epsilon)-Monomethyl-lysine is identified in the fraction containing
H Kalász et al.
Journal of chromatography. A, 1079(1-2), 208-212 (2005-07-26)
Nepsilon-Monomethyllysine was identified in the serum, urine, brain, and liver samples of rats treated per os with L-deprenyl. The identification procedure included reaction with Fmoc chloride, clean-up, and analysis using HPLC-UV-MS. Oral administration of (-)-N-14C-methyl-N-propynyl(2-phenyl-1-methyl)ethylammonium hydrochloride L-deprenyl) to rats resulted
M Moracci et al.
Enzyme and microbial technology, 17(11), 992-997 (1995-11-01)
The gene coding for the beta-glycosidase from the archaeon Sulfolobus solfataricus has been overexpressed in Escherichia coli. The enzyme was purified to homogeneity with a rapid purification procedure employing a thermal precipitation as a crucial step. The final yield was

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