{"ymdb_id":"YMDB00302","created_at":"2011-05-29T18:04:04.000Z","updated_at":"2016-09-08T18:35:19.000Z","name":"2-(3-Carboxy-3-(methylammonio)propyl)-L-histidine","cas":null,"state":"Solid","melting_point":"","description":"2-(3-Carboxy-3-(methylammonio)propyl)-L-histidine is an unusual amino acid that results from the post-translational modification of histidine in certain proteins.","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":"cytoplasm","synthesis_reference":null,"chebi_id":"16475","hmdb_id":"HMDB11654","kegg_id":"C04692","pubchem_id":"440444","cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":"2-3-CARBOXY-3-METHYLAMMONIOPROPYL-L-","iupac":"(3-{5-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl}-1-carboxypropyl)(methyl)azanium","traditional_iupac":"(3-{4-[(2S)-2-amino-2-carboxyethyl]-3H-imidazol-2-yl}-1-carboxypropyl)(methyl)azanium","logp":"-6.256054221514534","pka":"2.091107228921873","alogps_solubility":"1.20e+00 g/l","alogps_logp":"-1.31","alogps_logs":"-2.41","acceptor_count":"6","donor_count":"5","rotatable_bond_count":"8","polar_surface_area":"145.91","refractivity":"77.33319999999999","polarizability":"27.905161848285083","formal_charge":"1","physiological_charge":"0","pka_strongest_basic":"10.592317287195943","pka_strongest_acidic":"1.4249838958401044","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["[3-[[4-(2-amino-2-carboxy-ethyl)-1H-imidazol-2-yl]]-1-carboxy- propyl]-methyl-ammonium","1-carboxy-3-(L-histidin-2-yl)-N-methylpropan-1-aminium","2-[3-carboxy-3-(methylammonio)propyl]-His","2-[3-carboxy-3-(methylammonio)propyl]-histidine","2-[3-Carboxy-3-(methylammonio)propyl]-L-histidine","EF-2 2-[3-carboxy-3-(methylammonio)propyl]-L-histidine","Peptide 2-[3-carboxy-3-(methylammonio)propyl]-L-histidine"],"pathways":[],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"pubmed_id":21062828,"citation":"Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). \"BRENDA, the enzyme information system in 2011.\" Nucleic Acids Res 39:D670-D676."},{"pubmed_id":18846089,"citation":"Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). \"A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology.\" Nat Biotechnol 26:1155-1160."},{"pubmed_id":1508200,"citation":"Mattheakis, L. C., Shen, W. H., Collier, R. J. (1992). \"DPH5, a methyltransferase gene required for diphthamide biosynthesis in Saccharomyces cerevisiae.\" Mol Cell Biol 12:4026-4037."}],"proteins":[{"created_at":"2011-05-24T20:15:20.000Z","updated_at":"2011-07-22T17:54:38.000Z","name":"Diphthine synthase","uniprot_id":"P32469","uniprot_name":"DPH5_YEAST","enzyme":true,"transporter":false,"gene_name":"DPH5","num_residues":300,"molecular_weight":"33847.0","theoretical_pi":"4.56","general_function":"Involved in methyltransferase activity","specific_function":"Required for the methylation step in diphthamide biosynthesis","reactions":[{"id":1470,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2307,"direction":"\u003e","locations":"Cytoplasm","altext":"3 S-adenosyl-L-methionine + 2-(3-carboxy-3-aminopropyl)-L-histidine = 3 S-adenosyl-L-homocysteine + 2-(3-carboxy-3-(trimethylammonio)propyl)-L-histidine.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"AY557947","genbank_protein_id":"45269786","gene_card_id":"DPH5","chromosome_location":"chromosome 12","locus":"YLR172C","synonyms":["Diphthamide biosynthesis methyltransferase"],"enzyme_classes":["2.1.1.98"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" methyltransferase activity"},{"category":"Function","description":" S-adenosylmethionine-dependent methyltransferase activity"},{"category":"Function","description":" diphthine synthase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring one-carbon groups"},{"category":"Process","description":" peptidyl-amino acid modification"},{"category":"Process","description":" peptidyl-histidine modification"},{"category":"Process","description":" peptidyl-diphthamide metabolic process"},{"category":"Process","description":" peptidyl-diphthamide biosynthetic process from peptidyl-histidine"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" macromolecule metabolic process"},{"category":"Process","description":" macromolecule modification"},{"category":"Process","description":" protein modification process"}],"pfams":[{"name":"TP_methylase","identifier":"PF00590"}],"pathways":[],"gene_sequence":"ATGCTTTATTTGATCGGACTTGGTCTCTCGTACAAATCAGACATTACCGTTCGTGGTTTGGAAGCTATTAAGAAATGTTCTAGAGTTTATCTAGAACACTATACCAGTATCCTAATGGCTGCAAGCCAAGAAGAGTTAGAATCTTACTATGGTAAAGAGATCATCTTGGCTGATAGGGAATTAGTTGAGACTGGTTCTAAGCAGATCCTAAATAACGCCGATAAGGAAGACGTTGCTTTCTTGGTCGTGGGCGATCCATTTGGTGCCACCACACACACAGATTTAGTTCTCAGAGCTAAACGTGAGGCAATTCCCGTCGAAATTATTCATAATGCGTCCGTTATGAATGCAGTTGGGGCATGTGGCCTACAACTATACAATTTCGGTCAAACCGTTTCCATGGTTTTCTTTACCGATAATTGGAGACCAGACTCATGGTACGACAAGATCTGGGAAAATAGAAAAATTGGCCTTCATACTTTAGTGTTATTGGACATCAAAGTTAAGGAACAAAGCATTGAAAATATGGCCCGTGGCAGACTAATCTACGAACCACCAAGATACATGTCTATCGCTCAATGTTGTGAACAATTATTAGAAATTGAAGAGAAAAGAGGTACAAAGGCATACACTCCTGATACTCCAGCAGTCGCAATTAGTAGATTAGGCTCGAGCTCCCAAAGCTTTAAGTCTGGTACCATAAGTGAGTTAGCCAATTACGATTCAGGAGAGCCACTTCATTCGCTTGTCATCCTCGGCAGACAATGTCATGAATTGGAGCTGGAATACCTGCTAGAGTTTGCCGACGACAAAGAAAAGTTTGGGAAAGATGTGGCAAATGACCAAGAGTACTTCAAACTTGCGGCATGGGTCCCACCCACAGAAGACGACAGCGACGAGTAA","protein_sequence":"MLYLIGLGLSYKSDITVRGLEAIKKCSRVYLEHYTSILMAASQEELESYYGKEIILADRELVETGSKQILNNADKEDVAFLVVGDPFGATTHTDLVLRAKREAIPVEIIHNASVMNAVGACGLQLYNFGQTVSMVFFTDNWRPDSWYDKIWENRKIGLHTLVLLDIKVKEQSIENMARGRLIYEPPRYMSIAQCCEQLLEIEEKRGTKAYTPDTPAVAISRLGSSSQSFKSGTISELANYDSGEPLHSLVILGRQCHELELEYLLEFADDKEKFGKDVANDQEYFKPAAWVPPTEDDSDE"}]}