{"ymdb_id":"YMDB00035","created_at":"2011-05-29T15:50:24.000Z","updated_at":"2016-10-18T17:11:15.000Z","name":"L-methionine (R)-S-oxide","cas":"62697-73-8","state":"Solid","melting_point":"232 - 234 oC","description":"L-Methionine (R)-S-oxide is the product of the enzyme L-methionine (R)-S-oxide reductase [EC 1.8.4.14] on L-methionine with reactive oxygen species via 2-electron-dependent mechanism.","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"Cytoplasm;Nucleus","synthesis_reference":null,"chebi_id":"49032","hmdb_id":"HMDB02005","kegg_id":"C15653","pubchem_id":"10062737","cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":"L-METHIONINE_SULFOXIDE","iupac":"(2S)-2-amino-4-[(R)-methanesulfinyl]butanoic acid","traditional_iupac":"L-methionine (R)-S-oxide","logp":"-4.565261464903274","pka":null,"alogps_solubility":"5.40e+01 g/l","alogps_logp":"-2.40","alogps_logs":"-0.49","acceptor_count":"4","donor_count":"2","rotatable_bond_count":"4","polar_surface_area":"80.38999999999999","refractivity":"39.3427","polarizability":"16.081881699764196","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"9.11365628931558","pka_strongest_acidic":"1.7416965946301604","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["2-amino-4-(methylsulfinyl)-Butanoate","2-amino-4-(methylsulfinyl)-Butanoic acid","alpha-amino-gamma-(methylsulfinyl)-Butyric acid","DL-Methionine sulfoxide","L-Methionine (R)-S-oxide","L-methionine (S)-S-oxide","L-methionine R-oxide","L-Methionine sulfoxide","L-Methionine-R-sulfoxide","L-Methionine-R-sulphoxide","Peptide-L-methionine (R)-S-oxide","S-oxide-methionine"],"pathways":[],"growth_conditions":[{"growth_media":"YEB media with 0.5 mM glucose","concentration":"93.0","concentration_units":"\u0026#181;M","error":"5.0"}],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."}],"proteins":[{"created_at":"2011-05-24T20:58:27.000Z","updated_at":"2011-05-24T20:58:27.000Z","name":"Free methionine-R-sulfoxide reductase","uniprot_id":"P36088","uniprot_name":"FRMSR_YEAST","enzyme":true,"transporter":false,"gene_name":null,"num_residues":180,"molecular_weight":"19734.19922","theoretical_pi":"4.69","general_function":"Involved in protein binding","specific_function":"Catalyzes the reversible oxidation-reduction of the R- enantiomer of free methionine sulfoxide to methionine. Does not act on S-enantiomer of free methionine sulfoxide or R-enantiomer of dabsylated methionine sulfoxide. Involved in protection against oxidative stress","reactions":[{"id":2353,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"L-methionine + thioredoxin disulfide + H(2)O = L-methionine (R)-S-oxide + thioredoxin.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":"1F5M","cellular_location":"Cytoplasm. Nucleus","genbank_gene_id":"X75780","genbank_protein_id":"433630","gene_card_id":null,"chromosome_location":null,"locus":"YKL069W","synonyms":["fRMsr","GAF domain-containing protein YKL069W"],"enzyme_classes":["1.8.4.14"],"go_classes":[],"pfams":[{"name":"GAF","identifier":"PF01590"}],"pathways":[{"name":"Cysteine and methionine metabolism","kegg_map_id":"00270"}],"gene_sequence":"ATGGGCTCATCAACCGGGTTTCATCATGCCGATCATGTTAACTATTCTTCAAATCTGAATAAGGAAGAAATTCTAGAACAGCTTCTGCTTTCATACGAGGGGCTATCAGATGGACAAGTCAATTGGGTTTGTAATTTGTCAAACGCTTCGTCATTGATCTGGCATGCGTACAAGTCATTAGCTGTTGATATCAATTGGGCTGGATTTTACGTTACTCAAGCTAGCGAAGAAAACACACTGATATTGGGCCCATTTCAAGGAAAGGTCGCTTGCCAAATGATTCAATTCGGTAAAGGTGTTTGCGGAACTGCAGCCTCTACAAAGGAAACGCAGATTGTTCCAGATGTCAACAAGTATCCCGGTCATATTGCGTGCGACGGTGAAACCAAGAGCGAAATTGTTGTTCCAATCATATCCAATGATGGTAAGACATTGGGCGTCATAGACATAGATTGTTTGGATTACGAAGGATTCGACCACGTAGACAAAGAATTCCTAGAAAAACTTGCTAAATTAATTAATAAATCATGTGTCTTTAAATAA","protein_sequence":"MGSSTGFHHADHVNYSSNLNKEEILEQLLLSYEGLSDGQVNWVCNLSNASSLIWHAYKSLAVDINWAGFYVTQASEENTLILGPFQGKVACQMIQFGKGVCGTAASTKETQIVPDVNKYPGHIACDGETKSEIVVPIISNDGKTLGVIDIDCLDYEGFDHVDKEFLEKLAKLINKSCVFK"},{"created_at":"2011-05-27T06:45:31.000Z","updated_at":"2011-05-27T15:01:26.000Z","name":"Peptide methionine sulfoxide reductase","uniprot_id":"P40029","uniprot_name":"MSRA_YEAST","enzyme":true,"transporter":false,"gene_name":"MXR1","num_residues":184,"molecular_weight":"21140.69922","theoretical_pi":"7.01","general_function":"Involved in oxidoreductase activity, acting on a sulfur group of donors, disulfide as acceptor","specific_function":"Has an important function as a repair enzyme for proteins that have been inactivated by oxidation. Catalyzes the reversible oxidation-reduction of methionine sulfoxide in proteins to methionine. Also able to reduce dimethyl sulfoxide (DMSO) as well, with DMS as the product","reactions":[{"id":2794,"direction":"\u003e","locations":null,"altext":"Peptide-L-methionine + thioredoxin disulfide + H(2)O = peptide-L-methionine (S)-S-oxide + thioredoxin.","export":false,"pw_reaction_id":null,"source":null},{"id":2795,"direction":"\u003e","locations":null,"altext":"L-methionine + thioredoxin disulfide + H(2)O = L-methionine (S)-S-oxide + thioredoxin.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"AY692798","genbank_protein_id":"51013047","gene_card_id":"MXR1","chromosome_location":"chromosome 5","locus":"YER042W","synonyms":["Peptide-methionine (S)-S-oxide reductase","Peptide Met(O) reductase","Protein-methionine-S-oxide reductase"],"enzyme_classes":["1.8.4.11"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" oxidoreductase activity, acting on a sulfur group of donors"},{"category":"Function","description":" oxidoreductase activity, acting on a sulfur group of donors, disulfide as acceptor"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" macromolecule metabolic process"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" protein metabolic process"}],"pfams":[{"name":"PMSR","identifier":"PF01625"}],"pathways":[],"gene_sequence":"ATGTCGTCGCTTATTTCAAAAACCATTAAGTATGATCCAGCCAAGGATAAATTAATCACATTAGCATGTGGATGTTTTTGGGGTACAGAACATATGTATAGGAAGTATTTGAATGACCGTATAGTGGATTGTAAAGTAGGTTACGCTAATGGAGAAGAGTCTAAAAAGGATAGCCCCTCTAGTGTCTCTTATAAGAGAGTTTGTGGTGGTGACACAGATTTTGCGGAGGTTTTACAAGTATCCTATAATCCCAAAGTGATAACTTTGAGAGAATTAACTGATTTCTTTTTTAGAATCCATGATCCTACTACATCTAATTCACAAGGACCTGATAAAGGTACACAGTATCGCAGTGGATTGTTCGCTCATTCAGATGCTGATTTAAAAGAATTAGCCAAAATAAAGGAAGAATGGCAACCAAAATGGGGTAATAAGATTGCCACAGTTATTGAACCAATCAAGAACTTTTACGATGCTGAAGAATACCACCAGTTATATTTAGATAAGAATCCACAGGGATATGCATGCCCTACTCATTATCTGAGAGAAATGTAG","protein_sequence":"MSSLISKTIKYDPAKDKLITLACGCFWGTEHMYRKYLNDRIVDCKVGYANGEESKKDSPSSVSYKRVCGGDTDFAEVLQVSYNPKVITLRELTDFFFRIHDPTTSNSQGPDKGTQYRSGLFAHSDADLKELAKIKEEWQPKWGNKIATVIEPIKNFYDAEEYHQLYLDKNPQGYACPTHYLREM"}]}