1.0 2011-09-21 00:20:01 UTC 2015-07-21 06:57:22 UTC FDB022812 N(6)-Methyllysine N(6)-Methyllysine is a naturally occurring amino acid found in human biofluids. N-monomethyl-lysine is generated by metabolic transmethylation of endogenous lysine. Lysine methylation displays the highest degree of complexity among known covalent histone modifications, with each site of methylation regulating the association of different effector molecules. The versatility of lysine methylation marks is perhaps best exemplified by modifications implicated in transcriptional regulation as well as being required for double-strand break repair in several organisms. Identification of the numerous biological functions encoded by histone lysine methylation is a major area of research interest, as these mechanisms are intimately associated with cellular senescence, genomic instability, and leukemogenesis. While multiple sites of lysine methylation have been linked with gene activation, each modification is distributed to unique positions across the active gene. (PMID: 17030614, 1122639, 15756599, 3111294) [HMDB] (2S)-2-amino-6-(methylamino)hexanoate (2S)-2-amino-6-(methylamino)hexanoic acid (S)-2-amino-6-methylaminohexanoate (S)-2-amino-6-methylaminohexanoic acid Epsilon-methyllysine Epsilon-n-methyllysine MeLys N-epsilon-methyllysine N-Methyl-L-lysine N-methyl-lysine N(6)-methyl-L-lysine N(6)-Methyllysine N(epsilon)-Methyl-L-lysine N(Z)-Methyllysine N(zeta)-methyllysine N(ζ)-methyllysine N6-Methyl-L-lysine C7H16N2O2 160.2141 160.121177766 (2S)-2-amino-6-(methylamino)hexanoic acid N-methyl-L-lysine 1188-07-4 CNCCCC[C@H](N)C(O)=O InChI=1S/C7H16N2O2/c1-9-5-3-2-4-6(8)7(10)11/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1 PQNASZJZHFPQLE-LURJTMIESA-N belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-alpha-amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Dialkylamines Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aliphatic acyclic compound Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative L-alpha-amino acid Medium-chain fatty acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary aliphatic amine Secondary amine L-lysine derivative non-proteinogenic L-alpha-amino acid Solid logp -2.37 ALOGPS logs -0.49 ALOGPS solubility 5.15e+01 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 2.8 ChemAxon pka_strongest_basic 10.58 ChemAxon iupac (2S)-2-amino-6-(methylamino)hexanoic acid ChemAxon average_mass 160.2141 ChemAxon mono_mass 160.121177766 ChemAxon smiles CNCCCC[C@H](N)C(O)=O ChemAxon formula C7H16N2O2 ChemAxon inchi InChI=1S/C7H16N2O2/c1-9-5-3-2-4-6(8)7(10)11/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1 ChemAxon inchikey PQNASZJZHFPQLE-LURJTMIESA-N ChemAxon polar_surface_area 75.35 ChemAxon refractivity 42.58 ChemAxon polarizability 18.04 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1556 Specdb::MsIr 1557 Specdb::MsIr 1558 Specdb::CMs 20624 Specdb::CMs 38237 Specdb::CMs 167395 Specdb::MsMs 55443 Specdb::MsMs 55444 Specdb::MsMs 55445 Specdb::MsMs 110595 Specdb::MsMs 110596 Specdb::MsMs 110597 Specdb::MsMs 2231546 Specdb::MsMs 2232623 Specdb::MsMs 2252774 Specdb::MsMs 2253722 Specdb::MsMs 2254789 Specdb::MsMs 2255767 Specdb::MsMs 2256879 Specdb::MsMs 2257727 Specdb::MsMs 2258894 Specdb::MsMs 2259666 Specdb::MsMs 2471727 Specdb::MsMs 2471728 Specdb::MsMs 2471729 Specdb::MsMs 2494241 Specdb::MsMs 2494242 Specdb::MsMs 2494243 HMDB02038 17604 MLZ #<Reference:0x000055ce308e79a8> #<Reference:0x000055ce308e7728> #<Reference:0x000055ce308e6b48> #<Reference:0x000055ce308e6990> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823