{"ymdb_id":"YMDB00293","created_at":"2011-05-29T18:03:02.000Z","updated_at":"2016-09-08T18:35:18.000Z","name":"7,8-Dihydropteroic acid","cas":"2134-76-1","state":"Solid","melting_point":"","description":"7,8-Dihydropteroate is an intermediate in the tetrahydrofolate biosynthesis pathway. Tetrahydrofolate (vitamin B9) is the parent structure of the large family of folates coenzymes. Folates are essential cofactors that facilitate the transfer of one-carbon units from donor molecules into important biosynthetic pathways leading to methionine, purine, and pyrimidine biosynthesis. [Biocyc PWY-6614]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":"","location":"mitochondrion;cytoplasm","synthesis_reference":"Bartels, Rainer; Bock, Lothar. Determination of pteroic acid by high-performance thin-layer chromatography. Contribution to the investigation of 7,8-dihydropteroate synthase. Journal of Chromatography (1994), 659(1), 185-9.","chebi_id":"4581","hmdb_id":"HMDB01412","kegg_id":"C00921","pubchem_id":"170","cs_id":"165","foodb_id":null,"wikipedia_link":"Dihydropteroate","biocyc_id":"7-8-DIHYDROPTEROATE","iupac":"4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid","traditional_iupac":"7,8-dihydropteroic acid","logp":"-0.26374587966666674","pka":"7.625756651743142","alogps_solubility":"1.37e-01 g/l","alogps_logp":"-0.21","alogps_logs":"-3.36","acceptor_count":"8","donor_count":"5","rotatable_bond_count":"4","polar_surface_area":"141.2","refractivity":"93.10359999999999","polarizability":"31.60301914773058","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"1.7618126836811636","pka_strongest_acidic":"4.722559013545812","bioavailability":"1","number_of_rings":"3","rule_of_five":"1","ghose_filter":"1","veber_rule":"0","mddr_like_rule":"0","synonyms":["4-[[(2-amino-1,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]-Benzoate","4-[[(2-amino-1,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]-Benzoic acid","4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]-Benzoate","4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]-Benzoic acid","7,8-dihydropteroate","7,8-dihydropteroic acid","dihydropterate","Dihydropteroate","Dihydropteroic acid","H2Pte","p-[[(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)methyl]amino]-Benzoate","p-[[(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)methyl]amino]-Benzoic acid"],"pathways":[{"name":"Folate biosynthesis","kegg_map_id":"00790"},{"name":"tetrahydrofolate biosynthesis","kegg_map_id":null}],"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":11731153,"citation":"Bayly, A. M., Berglez, J. M., Patel, O., Castelli, L. A., Hankins, E. G., Coloe, P., Hopkins Sibley, C., Macreadie, I. G. (2001). \"Folic acid utilisation related to sulfa drug resistance in Saccharomyces cerevisiae.\" FEMS Microbiol Lett 204:387-390."}],"proteins":[{"created_at":"2011-05-26T17:50:01.000Z","updated_at":"2011-07-22T17:54:37.000Z","name":"Folylpolyglutamate synthase 1","uniprot_id":"Q12676","uniprot_name":"FOLD_YEAST","enzyme":true,"transporter":false,"gene_name":"FOL3","num_residues":427,"molecular_weight":"47850.80078","theoretical_pi":"6.82","general_function":"Involved in tetrahydrofolylpolyglutamate synthase activity","specific_function":"Conversion of folates to polyglutamate derivatives","reactions":[{"id":1456,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2486,"direction":"\u003e","locations":"Cytoplasm;Mitochondrion. Cytoplasm;Mitochondrion","altext":"ATP + tetrahydropteroyl-(gamma-Glu)(n) + L-glutamate = ADP + phosphate + tetrahydropteroyl-(gamma-Glu)(n+1).","export":false,"pw_reaction_id":null,"source":null},{"id":4146,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006447","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"Z49702","genbank_protein_id":"817872","gene_card_id":"FOL3","chromosome_location":"chromosome 13","locus":"YMR113W","synonyms":["Folylpoly-gamma-glutamate synthetase","FPGS","Tetrahydrofolylpolyglutamate synthase","Tetrahydrofolate synthase"],"enzyme_classes":["6.3.2.17"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" ligase activity"},{"category":"Function","description":" ligase activity, forming carbon-nitrogen bonds"},{"category":"Function","description":" binding"},{"category":"Function","description":" nucleoside binding"},{"category":"Function","description":" purine nucleoside binding"},{"category":"Function","description":" adenyl nucleotide binding"},{"category":"Function","description":" adenyl ribonucleotide binding"},{"category":"Function","description":" ATP binding"},{"category":"Function","description":" acid-amino acid ligase activity"},{"category":"Function","description":" tetrahydrofolylpolyglutamate synthase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Process","description":" biosynthetic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" folic acid and derivative metabolic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" folic acid and derivative biosynthetic process"}],"pfams":[{"name":"Mur_ligase_M","identifier":"PF08245"}],"pathways":[{"name":"Folate biosynthesis","kegg_map_id":"00790"},{"name":"tetrahydrofolate biosynthesis","kegg_map_id":null}],"gene_sequence":"ATGGCCATTGAATTGGGACTTTCCCGTATTACAAAACTACTAGAGCATTTAGGCAATCCGCAAAACTCACTTAGAGTGCTGCACATTGCAGGGACAAATGGTAAAGGTTCAGTATGTACTTACCTATCTTCTGTGTTGCAACAAAAGTCCTACCAAATTGGAAAATTTACCACTCCACACTTGGTGCATGTTACTGATTCCATTACAATCAACAATAAGCCGATTCCGTTAGAGAGATACCAGAATATTAGATTACAACTAGAAGCTTTAAACAAGTCACACTCTTTAAAATGTACGGAATTCGAGCTATTAACATGTACCGCATTCAAATATTTTTATGATGTGCAGTGCCAATGGTGTGTCATAGAAGTAGGCCTTGGCGGAAGACTTGATGCGACCAATGTTATTCCAGGCGCAAATAAGGCATGTTGTGGTATTACTAAAATCAGTTTGGATCATGAAAGCTTTTTAGGTAACACCTTGTCTGAAATCTCTAAAGAGAAAGCAGGTATAATAACAGAAGGGGTACCCTTCACAGTGATTGATGGAACCAATGAGGCAAGTGTTATAAATGTTGTGAAAGAAAGATGCAAGGCTTTAGGGTCTGAACTATCCGTTACAGATTCTCAACTTAACGGAAATATGATTGACACCAACTCCTGGGGTTGTTTTGACTTGGCAAAATTGCCACTGAATGGAGAATATCAGATATTTAATCTCAGGGTGGCCATGGGTATGTTAGACTACTTACAAATGAACGAACTTATTGATATTACCAAGAATGAAGTAAGTACGAGATTGGCGAAGGTTGATTGGCCAGGAAGGTTATATCGTATGGATTATCGCTTTGACAAAGTAAGTAATAGGACAGTGCCTATATTAATGGACGGTGCCCACAATGGCTCAGCTGCAGTAGAGTTAGTTAAGTACCTAAGAAAGGAGTACGGAAACCAGCCTTTGACCTTTGTGATGGCAGTAACGCATGGGAAAAACTTGGAGCCGCTGCTCCAGCCATTATTGAGGCCTATAGATCAAGTAATTCTTACTCGGTTTAATAATGTGGAAGGTATGCCCTGGATTCATGCCACTGATCCTGAAGAAATAAAAGATTTTATTTTGACTCAAGGATACACAAAGGAGATAGTGATTGAAAATGATTTACATCAGGTATTGCCTTCTCTGGCGCATGTATCAGACGAGCAAAGACGGCCAATTGTTGTATGCGGTTCACTGTATTTATGTGGTGAATTATTACGGATTCACAATAGTCACTTGAGAAACTAA","protein_sequence":"MAIELGLSRITKLLEHLGNPQNSLRVLHIAGTNGKGSVCTYLSSVLQQKSYQIGKFTTPHLVHVTDSITINNKPIPLERYQNIRLQLEALNKSHSLKCTEFELLTCTAFKYFYDVQCQWCVIEVGLGGRLDATNVIPGANKACCGITKISLDHESFLGNTLSEISKEKAGIITEGVPFTVIDGTNEASVINVVKERCKALGSELSVTDSQLNGNMIDTNSWGCFDLAKLPLNGEYQIFNLRVAMGMLDYLQMNELIDITKNEVSTRLAKVDWPGRLYRMDYRFDKVSNRTVPILMDGAHNGSAAVELVKYLRKEYGNQPLTFVMAVTHGKNLEPLLQPLLRPIDQVILTRFNNVEGMPWIHATDPEEIKDFILTQGYTKEIVIENDLHQVLPSLAHVSDEQRRPIVVCGSLYLCGELLRIHNSHLRN"},{"created_at":"2011-05-29T04:30:10.000Z","updated_at":"2011-07-22T17:54:37.000Z","name":"Folic acid synthesis protein FOL1","uniprot_id":"P53848","uniprot_name":"FOL1_YEAST","enzyme":true,"transporter":false,"gene_name":"FOL1","num_residues":824,"molecular_weight":"93119.10156","theoretical_pi":"6.4","general_function":"Involved in dihydropteroate synthase activity","specific_function":"Catalyzes three sequential steps of tetrahydrofolate biosynthesis","reactions":[{"id":1140,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1457,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1461,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1462,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2843,"direction":"\u003e","locations":"Mitochondrion membrane","altext":"2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine + glycolaldehyde.","export":false,"pw_reaction_id":null,"source":null},{"id":2844,"direction":"\u003e","locations":"Mitochondrion membrane","altext":"ATP + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine = AMP + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate.","export":false,"pw_reaction_id":null,"source":null},{"id":2845,"direction":"\u003e","locations":"Mitochondrion membrane","altext":"(2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate + 4-aminobenzoate = diphosphate + dihydropteroate.","export":false,"pw_reaction_id":null,"source":null},{"id":4141,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006442","source":"Smpdb"},{"id":4142,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006443","source":"Smpdb"},{"id":4143,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006444","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion membrane","genbank_gene_id":null,"genbank_protein_id":null,"gene_card_id":"FOL1","chromosome_location":"chromosome 14","locus":"YNL256W","synonyms":["Dihydroneopterin aldolase","DHNA","FASA","FASB","2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase","6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase","PPPK","7,8-dihydro-6-hydroxymethylpterin-pyrophosphokinase","HPPK","FASC","Dihydropteroate synthase","DHPS","Dihydropteroate pyrophosphorylase","FASD"],"enzyme_classes":["4.1.2.25","2.7.6.3","2.5.1.15"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" lyase activity"},{"category":"Function","description":" carbon-carbon lyase activity"},{"category":"Function","description":" transferase activity, transferring alkyl or aryl (other than methyl) groups"},{"category":"Function","description":" diphosphotransferase activity"},{"category":"Function","description":" 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine diphosphokinase activity"},{"category":"Function","description":" aldehyde-lyase activity"},{"category":"Function","description":" dihydroneopterin aldolase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" dihydropteroate synthase activity"},{"category":"Function","description":" transferase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" tetrahydrofolate biosynthetic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" folic acid and derivative metabolic process"},{"category":"Process","description":" folic acid and derivative biosynthetic process"},{"category":"Process","description":" pteridine and derivative metabolic process"}],"pfams":[{"name":"FolB","identifier":"PF02152"},{"name":"HPPK","identifier":"PF01288"},{"name":"Pterin_bind","identifier":"PF00809"}],"pathways":[{"name":"Folate biosynthesis","kegg_map_id":"00790"},{"name":"tetrahydrofolate biosynthesis","kegg_map_id":null}],"gene_sequence":"ATGTCAAAGCTATTTTCTACTGTCAATTCTGCAAGACATAGTGTACCACTAGGCGGCATGAGAGATTATGTGCACATTAAGAAACTAGAGATGAATACAGTTCTTGGGCCTGATTCCTGGAATCAATTAATGCCTCAGAAATGTCTACTAAGCTTAGATATGGGTACAGATTTTAGTAAATCTGCGGCTACGGATGATTTGAAATATTCTCTAAATTATGCAGTTATTTCTCGTGATTTGACGAATTTCGTCAGCAAAAAAAAGAATTGGGGTTCTGTTTCTAATTTGGCTAAATCTGTGTCTCAATTTGTTATGGACAAATATTCTGGTGTCGAGTGTCTGAATTTAGAAGTGCAGGCGGATACAACGCATATTAGAAGTGACCACATATCTTGTATTATTCAACAAGAAAGAGGGAATCCAGAATCACAGGAATTTGACGTTGTTAGGATATCTGAGTTAAAAATGTTGACTTTGATTGGTGTTTTCACCTTTGAGAGACTTAAGAAACAGTATGTAACTTTGGATATAAAGTTGCCTTGGCCAAAGAAAGCCGAATTGCCACCGCCAGTGCAAAGCATAATTGATAACGTTGTCAAGTTTGTGGAGGAATCAAATTTCAAGACTGTGGAAGCTCTTGTAGAATCTGTGTCAGCTGTTATTGCCCATAACGAGTATTTTCAAAAGTTTCCAGATTCGCCTTTGGTGGTGAAGGTTTTGAAATTAAACGCAATCACAGCCACAGAAGGTGTTGGTGTAAGCTGTATTAGAGAGCCCAGGGAGATTGCGATGGTAAATATTCCATATCTTTCCTCCATACATGAATCGTCTGATATTAAGTTCCAATTGTCTTCATCACAAAACACTCCTATTGAGGGTAAAAATACATGGAAAAGAGCGTTTTTAGCGTTTGGTTCAAACATTGGGGACCGTTTCAAACACATTCAAATGGCGTTGCAATTATTATCAAGGGAAAAAACGGTTAAATTACGGAATATTTCGTCTATTTTTGAAAGTGAACCAATGTATTTCAAAGATCAAACCCCTTTCATGAATGGGTGTGTTGAGGTGGAGACATTACTGACCCCAAGCGAATTATTAAAATTGTGTAAAAAAATTGAATATGAAGAGTTGCAAAGAGTCAAGCATTTTGATAATGGTCCGAGAACAATAGATCTGGATATTGTTATGTTTTTGAATAGCGCCGGAGAAGATATTATAGTAAATGAACCGGATTTGAATATACCGCATCCTAGAATGCTGGAGAGGACTTTCGTTCTTGAGCCGTTATGTGAATTAATATCCCCCGTTCACCTTCATCCTGTGACAGCGGAACCCATTGTAGACCATTTAAAACAGTTATACGACAAACAGCATGATGAAGATACCTTATGGAAATTAGTTCCATTGCCTTATCGTAGTGGTGTGGAGCCTAGATTTTTGAAATTCAAGACCGCTACAAAACTTGACGAATTTACTGGAGAAACAAACAGAATTACTGTTTCACCTACATATATCATGGCTATCTTCAACGCTACACCAGATTCATTTTCCGATGGAGGTGAGCATTTTGCGGACATTGAAAGTCAATTGAATGATATCATTAAATTGTGTAAAGACGCATTATATTTGCATGAGAGCGTCATCATCGACGTTGGAGGGTGTTCTACCAGGCCTAACTCTATTCAGGCGTCTGAGGAAGAAGAAATACGCAGGTCTATCCCATTAATTAAGGCCATTAGAGAAAGCACTGAGTTACCGCAAGATAAAGTCATACTATCCATTGATACTTATCGTTCCAATGTCGCTAAAGAAGCGATTAAAGTTGGAGTGGATATTATTAATGATATTTCGGGAGGTTTATTTGACAGCAACATGTTTGCCGTAATTGCAGAGAACCCAGAAATTTGTTATATTTTATCACACACACGTGGTGATATTTCAACGATGAATAGGCTGGCGCATTACGAAAATTTTGCATTGGGTGATTCTATTCAGCAAGAATTTGTTCATAATACCGACATTCAGCAGCTAGACGACTTGAAAGACAAAACAGTGTTAATCAGGAATGTTGGTCAAGAAATTGGCGAAAGGTATATCAAAGCGATTGATAATGGAGTAAAGCGCTGGCAAATTCTAATCGACCCTGGACTTGGTTTTGCTAAGACCTGGAAGCAAAACTTACAAATTATTAGACATATCCCCATTTTAAAGAACTACTCATTCACCATGAACTCAAACAATTCGCAAGTGTATGTTAACCTCAGAAATATGCCCGTTTTATTGGGTCCATCGCGCAAAAAATTCATTGGACATATCACAAAAGATGTGGATGCGAAGCAAAGAGACTTTGCTACTGGAGCGGTGGTAGCGTCGTGTATTGGTTTCGGCAGCGACATGGTTAGGGTCCATGACGTTAAAAATTGTTCGAAGAGCATTAAATTAGCAGATGCTATTTATAAAGGTTTGGAATAA","protein_sequence":"MSKLFSTVNSARHSVPLGGMRDYVHIKKLEMNTVLGPDSWNQLMPQKCLLSLDMGTDFSKSAATDDLKYSLNYAVISRDLTNFVSKKKNWGSVSNLAKSVSQFVMDKYSGVECLNLEVQADTTHIRSDHISCIIQQERGNPESQEFDVVRISELKMLTLIGVFTFERLKKQYVTLDIKLPWPKKAELPPPVQSIIDNVVKFVEESNFKTVEALVESVSAVIAHNEYFQKFPDSPLVVKVLKLNAITATEGVGVSCIREPREIAMVNIPYLSSIHESSDIKFQLSSSQNTPIEGKNTWKRAFLAFGSNIGDRFKHIQMALQLLSREKTVKLRNISSIFESEPMYFKDQTPFMNGCVEVETLLTPSELLKLCKKIEYEELQRVKHFDNGPRTIDLDIVMFLNSAGEDIIVNEPDLNIPHPRMLERTFVLEPLCELISPVHLHPVTAEPIVDHLKQLYDKQHDEDTLWKLVPLPYRSGVEPRFLKFKTATKLDEFTGETNRITVSPTYIMAIFNATPDSFSDGGEHFADIESQLNDIIKLCKDALYLHESVIIDVGGCSTRPNSIQASEEEEIRRSIPLIKAIRESTELPQDKVILSIDTYRSNVAKEAIKVGVDIINDISGGLFDSNMFAVIAENPEICYILSHTRGDISTMNRLAHYENFALGDSIQQEFVHNTDIQQLDDLKDKTVLIRNVGQEIGERYIKAIDNGVKRWQILIDPGLGFAKTWKQNLQIIRHIPILKNYSFTMNSNNSQVYVNLRNMPVLLGPSRKKFIGHITKDVDAKQRDFATGAVVASCIGFGSDMVRVHDVKNCSKSIKLADAIYKGLE"}]}