2.02012-07-30 14:54:55 -06002015-06-03 17:20:52 -0600ECMDB21203M2MDB001611D-MethionineD-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)-methionineD-(L)-MethionineD-2-Amino-4-(methylthio)butyrateD-2-Amino-4-(methylthio)butyric acidD-MetD-MethioninD-MethionineD-MetionienMethionineMethionine D-formR-MethionineC5H11NO2S149.211149.051049291(2R)-2-amino-4-(methylsulfanyl)butanoic acidD-methionine348-67-4CSCC[C@@H](N)C(O)=OInChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1FFEARJCKVFRZRR-SCSAIBSYSA-NSolidCytosolExtra-organismPeriplasmlogp-1.85logs-0.80solubility2.39e+01 g/lmelting_point213 oClogp-2.2pka_strongest_acidic2.53pka_strongest_basic9.5iupac(2R)-2-amino-4-(methylsulfanyl)butanoic acidaverage_mass149.211mono_mass149.051049291smilesCSCC[C@@H](N)C(O)=OformulaC5H11NO2SinchiInChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1inchikeyFFEARJCKVFRZRR-SCSAIBSYSA-Npolar_surface_area63.32refractivity37.59polarizability15.46rotatable_bond_count4acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::CMs3472Specdb::NmrOneD4974Specdb::NmrOneD4975Specdb::NmrOneD254808Specdb::NmrOneD254809Specdb::NmrOneD254810Specdb::NmrOneD254811Specdb::NmrOneD254812Specdb::NmrOneD254813Specdb::NmrOneD254814Specdb::NmrOneD254815Specdb::NmrOneD254816Specdb::NmrOneD254817Specdb::NmrOneD254818Specdb::NmrOneD254819Specdb::NmrOneD254820Specdb::NmrOneD254821Specdb::NmrOneD254822Specdb::NmrOneD254823Specdb::NmrOneD254824Specdb::NmrOneD254825Specdb::NmrOneD254826Specdb::NmrOneD254827Specdb::MsMs27662Specdb::MsMs27663Specdb::MsMs27664Specdb::MsMs34220Specdb::MsMs34221Specdb::MsMs342228481576512C0085516867CPD-218MEDWinder, 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 80:2939-2948.18331064Kadner, R. J. (1977). "Transport and utilization of D-methionine and other methionine sources in Escherichia coli." J Bacteriol 129:207-216.318639D-methionine transport system permease protein metIP31547METI_ECOLImetIhttp://ecmdb.ca/proteins/P31547.xmlMethionine import ATP-binding protein MetNP30750METN_ECOLImetNhttp://ecmdb.ca/proteins/P30750.xmlD-methionine-binding lipoprotein metQP28635METQ_ECOLImetQhttp://ecmdb.ca/proteins/P28635.xmlD-methionine transport system permease protein metIP31547METI_ECOLImetIhttp://ecmdb.ca/proteins/P31547.xmlMethionine import ATP-binding protein MetNP30750METN_ECOLImetNhttp://ecmdb.ca/proteins/P30750.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlD-methionine-binding lipoprotein metQP28635METQ_ECOLImetQhttp://ecmdb.ca/proteins/P28635.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlAdenosine triphosphate + Water + D-Methionine > ADP + Hydrogen ion + D-Methionine + PhosphateTRANS-RXN0-202Adenosine triphosphate + Water + D-Methionine > ADP + Hydrogen ion + D-Methionine + PhosphateTRANS-RXN0-202Water + Adenosine triphosphate + D-Methionine > Phosphate + ADP + D-Methionine + Hydrogen ionTRANS-RXN0-202Water + Adenosine triphosphate + D-Methionine > Phosphate + ADP + D-Methionine + Hydrogen ionTRANS-RXN0-202