2.0 2012-07-30 14:55:31 -0600 2015-10-23 17:32:16 -0600 ECMDB21377 M2MDB001773 S-Methylmethionine S-methylmethionine can be used by E coli as a source of methionine. It is taken up from the environment via the methionine update system or a S-methylmethionine permiase, and converted to methionine inside the cell. This has especially been observed under methionine auxotrophic conditions. (PMID: 9882684) [Cytochrome c] S-methyl-L-methionine [Cytochrome c] S-methylmethionine C6H14NO2S 164.246 164.074524387 (2S)-2-amino-4-(dimethylsulfaniumyl)butanoate (2S)-2-amino-4-(dimethylsulfaniumyl)butanoate 4727-40-6 C[S+](C)CCC(N)C(O)=O InChI=1S/C6H13NO2S/c1-10(2)4-3-5(7)6(8)9/h5H,3-4,7H2,1-2H3/p+1 YDBYJHTYSHBBAU-UHFFFAOYSA-O Solid Cytosol Extra-organism Periplasm logp 0.80 ALOGPS logs -1.71 ALOGPS solubility 4.23e+00 g/l ALOGPS melting_point 139 °C (282 °F) [ 1 ] (bromide salt, decomp.) 134 °C (273 °F) [ 1 ] (chloride salt, decomp.) logp -3.3 ChemAxon pka_strongest_acidic 2.24 ChemAxon pka_strongest_basic 9.41 ChemAxon iupac (2S)-2-amino-4-(dimethylsulfaniumyl)butanoate ChemAxon average_mass 164.246 ChemAxon mono_mass 164.074524387 ChemAxon smiles C[S+](C)CCC(N)C(O)=O ChemAxon formula C6H14NO2S ChemAxon inchi InChI=1S/C6H13NO2S/c1-10(2)4-3-5(7)6(8)9/h5H,3-4,7H2,1-2H3/p+1 ChemAxon inchikey YDBYJHTYSHBBAU-UHFFFAOYSA-O ChemAxon polar_surface_area 66.15 ChemAxon refractivity 51.93 ChemAxon polarizability 17.13 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Cysteine and methionine metabolism ec00270 Metabolic pathways eco01100 Specdb::MsMs 1225027 Specdb::MsMs 1225028 Specdb::MsMs 1225029 Specdb::MsMs 1340632 Specdb::MsMs 1340633 Specdb::MsMs 1340634 5255805 8373342 C03172 S-methylmethionine Homocysteine S-methyltransferase Q47690 MMUM_ECOLI mmuM http://ecmdb.ca/proteins/Q47690.xml Probable S-methylmethionine permease Q47689 MMUP_ECOLI mmuP http://ecmdb.ca/proteins/Q47689.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml L-Homocysteine + S-Methylmethionine > Hydrogen ion +2 L-Methionine S-Adenosylmethionine + L-Homocysteine + S-Methylmethionine <> S-Adenosylhomocysteine + Hydrogen ion + L-Methionine R00650 HOMOCYSTEINE-S-METHYLTRANSFERASE-RXN