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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
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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)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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A genetically encoded epsilon-N-methyl lysine in mammalian cells.
Dan Groff et al.
Chembiochem : a European journal of chemical biology, 11(8), 1066-1068 (2010-04-28)
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
K Yoshioka et al.
Journal of bacteriology, 177(4), 1090-1093 (1995-02-01)
We have isolated spontaneous mutants of Salmonella typhimurium which can swim in the presence of antifilament antibodies. The molecular masses of flagellins isolated from these mutants were smaller than that (52 kDa) of wild-type flagellin. Two mutants which produced the
R Garcia et al.
Applied and environmental microbiology, 51(6), 1355-1357 (1986-06-01)
Dansyl derivatives of epsilon-N-mono-, epsilon-N-di-, and epsilon-N-trimethyllysine were resolved from other amino acids in proteins by the use of high-performance liquid chromatography. The system was tested with amino acid standard combinations as well as with acid-hydrolyzed proteins known to contain
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