2.0 2012-07-30 14:54:55 -0600 2015-06-03 17:20:52 -0600 ECMDB21203 M2MDB001611 D-Methionine D-methionine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Although L-methionine is a potent inhibitor of D-methionine uptake, D-methionine has little or no effect on the uptake of the L-isomer. (PMID 318639) A transporter of Escherichia coli specific for L- and D-methionine is the prototype for a new family within the ABC superfamily. (PMID 12819857) The metD D-methionine transporter locus of Escherichia coli is an ABC transporter gene cluster. (PMID 12169620) (2R)-2-amino-4-(methylsulfanyl)butanoate (2R)-2-amino-4-(methylsulfanyl)butanoic acid (2R)-2-amino-4-(methylsulphanyl)butanoate (2R)-2-amino-4-(methylsulphanyl)butanoic acid (R)-2-amino-4-(methylthio)butanoate (R)-2-amino-4-(methylthio)butanoic acid (R)-methionine D-(L)-Methionine D-2-Amino-4-(methylthio)butyrate D-2-Amino-4-(methylthio)butyric acid D-Met D-Methionin D-Methionine D-Metionien Methionine Methionine D-form R-Methionine C5H11NO2S 149.211 149.051049291 (2R)-2-amino-4-(methylsulfanyl)butanoic acid D-methionine 348-67-4 CSCC[C@@H](N)C(O)=O InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 FFEARJCKVFRZRR-SCSAIBSYSA-N Solid Cytosol Extra-organism Periplasm logp -1.85 ALOGPS logs -0.80 ALOGPS solubility 2.39e+01 g/l ALOGPS melting_point 213 oC logp -2.2 ChemAxon pka_strongest_acidic 2.53 ChemAxon pka_strongest_basic 9.5 ChemAxon iupac (2R)-2-amino-4-(methylsulfanyl)butanoic acid ChemAxon average_mass 149.211 ChemAxon mono_mass 149.051049291 ChemAxon smiles CSCC[C@@H](N)C(O)=O ChemAxon formula C5H11NO2S ChemAxon inchi InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 ChemAxon inchikey FFEARJCKVFRZRR-SCSAIBSYSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 37.59 ChemAxon polarizability 15.46 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3472 Specdb::NmrOneD 4974 Specdb::NmrOneD 4975 Specdb::NmrOneD 254808 Specdb::NmrOneD 254809 Specdb::NmrOneD 254810 Specdb::NmrOneD 254811 Specdb::NmrOneD 254812 Specdb::NmrOneD 254813 Specdb::NmrOneD 254814 Specdb::NmrOneD 254815 Specdb::NmrOneD 254816 Specdb::NmrOneD 254817 Specdb::NmrOneD 254818 Specdb::NmrOneD 254819 Specdb::NmrOneD 254820 Specdb::NmrOneD 254821 Specdb::NmrOneD 254822 Specdb::NmrOneD 254823 Specdb::NmrOneD 254824 Specdb::NmrOneD 254825 Specdb::NmrOneD 254826 Specdb::NmrOneD 254827 Specdb::MsMs 27662 Specdb::MsMs 27663 Specdb::MsMs 27664 Specdb::MsMs 34220 Specdb::MsMs 34221 Specdb::MsMs 34222 84815 76512 C00855 16867 CPD-218 MED Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Kadner, R. J. (1977). "Transport and utilization of D-methionine and other methionine sources in Escherichia coli." J Bacteriol 129:207-216. 318639 D-methionine transport system permease protein metI P31547 METI_ECOLI metI http://ecmdb.ca/proteins/P31547.xml Methionine import ATP-binding protein MetN P30750 METN_ECOLI metN http://ecmdb.ca/proteins/P30750.xml D-methionine-binding lipoprotein metQ P28635 METQ_ECOLI metQ http://ecmdb.ca/proteins/P28635.xml D-methionine transport system permease protein metI P31547 METI_ECOLI metI http://ecmdb.ca/proteins/P31547.xml Methionine import ATP-binding protein MetN P30750 METN_ECOLI metN http://ecmdb.ca/proteins/P30750.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 D-methionine-binding lipoprotein metQ P28635 METQ_ECOLI metQ http://ecmdb.ca/proteins/P28635.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Adenosine triphosphate + Water + D-Methionine > ADP + Hydrogen ion + D-Methionine + Phosphate TRANS-RXN0-202 Adenosine triphosphate + Water + D-Methionine > ADP + Hydrogen ion + D-Methionine + Phosphate TRANS-RXN0-202 Water + Adenosine triphosphate + D-Methionine > Phosphate + ADP + D-Methionine + Hydrogen ion TRANS-RXN0-202 Water + Adenosine triphosphate + D-Methionine > Phosphate + ADP + D-Methionine + Hydrogen ion TRANS-RXN0-202