{"ymdb_id":"YMDB00298","created_at":"2011-05-29T18:03:35.000Z","updated_at":"2016-09-08T18:35:18.000Z","name":"N5-Formyl-THF","cas":"58-05-9","state":"Solid","melting_point":"245 oC","description":"5-Formyltetrahydrofolate (N5-Formyl-THF) is a folate coenzyme. Tetrahydrofolate (vitamin B9) and its derivatives, commonly termed 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. Folates also mediate the interconversion of serine and glycine, and play a role in histidine catabolism. 5-Formyl-tetrahydrofolate is the most stable derivative of the reduced folates but it is the only folate derivative that does not serve as a cofactor in C1-metabolism. [Biocyc PWY-2201] [PMID: 11923304]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"mitochondrion;cytoplasm","synthesis_reference":"Zakrzewski, Sigmund F.; Sansone, Annette M.  Preparation of folinic acid (N5-formyltetrahydro folic acid).    Methods Enzymol.  (1971),  18(Pt. B),  731-3. ","chebi_id":"15640","hmdb_id":"HMDB01562","kegg_id":"C03479","pubchem_id":"143","cs_id":"140","foodb_id":null,"wikipedia_link":"folinate","biocyc_id":"5-FORMYL-THF","iupac":"2-[(4-{[(2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid","traditional_iupac":"2-[(4-{[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid","logp":"-2.3350673698750146","pka":"4.208497575080292","alogps_solubility":"1.76e-01 g/l","alogps_logp":"-1.56","alogps_logs":"-3.43","acceptor_count":"11","donor_count":"7","rotatable_bond_count":"9","polar_surface_area":"215.54999999999995","refractivity":"126.66199999999996","polarizability":"46.53677011400615","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":"2.809524312386858","pka_strongest_acidic":"3.4738504268974917","bioavailability":"0","number_of_rings":"3","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"1","synonyms":["(6R,S)-5-Formyltetrahydrofolate","10-Formyl-7,8-dihydrofolate","10-Formyl-7,8-dihydrofolic acid","5-Formyl-5,6,7,8-tetrahydrofolate","5-Formyl-5,6,7,8-tetrahydrofolic acid","5-Formyltetrahydrofolate","5-Formyltetrahydrofolic acid","5-Formyltetrahydropteroylglutamate","5-Formyltetrahydropteroylglutamic acid","folinate","folinic acid","Folinic acid-SF","l-Leucovorin","L-N-[p-[[(2-amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-Glutamic acid","Leucal","Levoleucovorin","N5-Formyl-5,6,7,8-tetrahydrofolate","N5-Formyl-5,6,7,8-tetrahydrofolic acid","N5-Formyltetrahydrofolate","N5-Formyltetrahydrofolic acid","Welcovorin"],"pathways":[{"name":"One carbon pool by folate","kegg_map_id":"00670"},{"name":"One Carbon Pool by Folate I","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."}],"proteins":[{"created_at":"2011-05-26T18:12:27.000Z","updated_at":"2011-05-27T15:01:03.000Z","name":"Aminomethyltransferase, mitochondrial","uniprot_id":"P48015","uniprot_name":"GCST_YEAST","enzyme":true,"transporter":false,"gene_name":"GCV1","num_residues":400,"molecular_weight":"44468.69922","theoretical_pi":"9.23","general_function":"Involved in aminomethyltransferase activity","specific_function":"The glycine cleavage system (glycine decarboxylase complex) catalyzes the degradation of glycine","reactions":[{"id":2516,"direction":"\u003e","locations":"Mitochondrion","altext":"[Protein]-S(8)-aminomethyldihydrolipoyllysine + tetrahydrofolate = [protein]-dihydrolipoyllysine + 5,10-methylenetetrahydrofolate + NH(3).","export":false,"pw_reaction_id":null,"source":null},{"id":3846,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006369","source":"Smpdb"},{"id":3847,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006688","source":"Smpdb"},{"id":3848,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006690","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion","genbank_gene_id":"L41522","genbank_protein_id":"769682","gene_card_id":"GCV1","chromosome_location":"chromosome 4","locus":"YDR019C","synonyms":["Glycine cleavage system T protein","GCVT","Glycine decarboxylase complex subunit T"],"enzyme_classes":["2.1.2.10"],"go_classes":[{"category":"Component","description":" cytoplasm"},{"category":"Component","description":" cell part"},{"category":"Component","description":" intracellular part"},{"category":"Function","description":" aminomethyltransferase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring one-carbon groups"},{"category":"Function","description":" methyltransferase activity"},{"category":"Process","description":" serine family amino acid metabolic process"},{"category":"Process","description":" glycine metabolic process"},{"category":"Process","description":" glycine catabolic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular amino acid and derivative metabolic process"},{"category":"Process","description":" cellular amino acid metabolic process"}],"pfams":[{"name":"GCV_T","identifier":"PF01571"},{"name":"GCV_T_C","identifier":"PF08669"}],"pathways":[{"name":"Glycine, serine and threonine metabolism","kegg_map_id":"00260"},{"name":"One carbon pool by folate","kegg_map_id":"00670"},{"name":"Nitrogen metabolism","kegg_map_id":"00910"},{"name":"glycine metabolism","kegg_map_id":null},{"name":"serine metabolism","kegg_map_id":null}],"gene_sequence":"ATGTCTATAATCAAAAAAATTGTGTTTAAGAGATTCAACTCAACTTTGAAAAAAACTGCTCTTCATGACCTTCATGTGTCATTAGGCGGTACAATGGTACCATACGCAGGATATTCCATGCCCGTACTATACAAGGGACAGACTCATATTGAATCACATAATTGGACCAGGACAAACGCTGGTTTATTTGATGTTTCTCATATGTTACAAAGTAAGTTATCTGGTCCTCATTCTGTTAAGTTTCTGCAACGTGTAACGCCCACAGATTTCAATGCCTTGCCTGTTGGGTCAGGGACCTTAAGTGTTCTATTAAATCCACAGGGAGGCGTGGTAGACGATACCATCATCACTAAAGAAAACGATGAGAATGAGTTCTATATTGTGACCAATGCTGGCTGTGCGGAAAGAGACACCGAGTTCTTTCACGATGAGCTACAAAATGGTTCTACTTTAGATTGTCAATGGAAAATCATTGAAGGTAGATCACTATTGGCATTGCAGGGTCCTAAAGCAAAAGATGTGTTGGAACCACTTTTATCAAAAACAGCTCCTGGAAAGGATCTAAAAGAGTTATTTTTTGGACAAAGACATGAATTTGCGTTAAAGGACGGTTCTTTGGTTCAAATTGCTAGAGGCGGGTACACTGGTGAAGATGGATTTGAGATAAGCATTGCAAATGAGAAAGCGGTTGAGTTTGCGGAGCAACTCTTGGCCAATCCAGTAATGAAGCCTATCGGACTGGCTGCTAGAGACAGTTTAAGGTTGGAAGCTGGTATGTGTTTGTATGGTCATGAATTGGACGAAAGTATCACACCAGTAGAAGCTGCGTTAAACTGGGTGATTTCAAAGTCAAGAAGGGACCTAGTAGATCAAAAGTACTGGTTCAATGGCTATGCCAAGATAATGGACCAGCTAAACAATAAAACGTATAGCAAGGTACGAGTCGGATTCAAATACTTGAAAAAGGGGCCAGCTGCCAGAAATGGTGTCAAGATCTTCTTGCCCGATGCCGAAACAGAGGTCGGCCTTGTTACATCAGGTAGTGCATCTCCAACTTTAAACAACATCAATATTGGACAAGCTTATGTACAGAAAGGTTACCACAAGAAGGGAACGAAGTTGCTTGTTCAAGTAAGGAACAAGTTCTACCCGATTGAACTTGCTAAAATGCCTCTTGTGCCCACACATTACTACAAGCAGTAA","protein_sequence":"MSIIKKIVFKRFNSTLKKTALHDLHVSLGGTMVPYAGYSMPVLYKGQTHIESHNWTRTNAGLFDVSHMLQSKLSGPHSVKFLQRVTPTDFNALPVGSGTLSVLLNPQGGVVDDTIITKENDDNEFYIVTNAGCAERDTEFFHDELQNGSTLDCQWKIIEGRSLLALQGPKAKDVLEPLLSKTAPGKDLKELFFGQRHEFALKDGSLVQIARGGYTGEDGFEISIANEKAVEFAEQLLANPVMKPIGLAARDSLRLEAGMCLYGHELDESITPVEAALNWVISKSRRDLVDQKYWFNGYAKIMDQLNNKTYSKVRVGFKYLKKGPAARNGVKIFLPDAETEVGLVTSGSASPTLNNINIGQAYVQKGYHKKGTKLLVQVRNKFYPIELAKMPLVPTHYYKQ"},{"created_at":"2011-05-27T01:31:06.000Z","updated_at":"2011-07-22T17:53:51.000Z","name":"5-formyltetrahydrofolate cyclo-ligase","uniprot_id":"P40099","uniprot_name":"FTHC_YEAST","enzyme":true,"transporter":false,"gene_name":"FAU1","num_residues":211,"molecular_weight":"24058.5","theoretical_pi":"7.14","general_function":"Involved in ATP binding","specific_function":"Utilizes 5-formyltetrahydrofolate (folinic acid) as substrate in an alternative way of folate biosynthesis","reactions":[{"id":1216,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2627,"direction":"\u003e","locations":"Mitochondrion","altext":"ATP + 5-formyltetrahydrofolate = ADP + phosphate + 5,10-methenyltetrahydrofolate.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion","genbank_gene_id":"U18922","genbank_protein_id":"603424","gene_card_id":"FAU1","chromosome_location":"chromosome 5","locus":"YER183C","synonyms":["5,10-methenyl-tetrahydrofolate synthetase","MTHFS","Methenyl-THF synthetase"],"enzyme_classes":["6.3.3.2"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" adenyl ribonucleotide binding"},{"category":"Function","description":" ATP binding"},{"category":"Function","description":" cyclo-ligase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" 5-formyltetrahydrofolate cyclo-ligase activity"},{"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":"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":" metabolic process"},{"category":"Process","description":" cellular metabolic process"}],"pfams":[{"name":"5-FTHF_cyc-lig","identifier":"PF01812"}],"pathways":[{"name":"One carbon pool by folate","kegg_map_id":"00670"}],"gene_sequence":"ATGGCCACTAAGCAATTACTGAGACGTCAAATCAAAAGGGTAATAAATGCTCTTGACTACGATATTATCGCTGCAGAGTCGCATACTATTTCTCAAGCAGTACGCTCATTGATCGCTTCCGCCAATTCTAGGCGTGTAGCGTGTTATATGAGCATGGATAAAGGAGAAGTAACGACTGGAGAAATCATTAAGAATTTATTTCAAGATGGCCAGGAGGTCTTTCTGCCAAGATGTACTCATACTTCTGAATCGAAACACTTCAAATTACGGGAAGATCATCATCCACATTTAATATTCCATCGAATGAGTAGTTTGAAAATGGTTCGTGATTTGAAGCCTCAAGGTCCATATCAACTAAAAGAGCCTGAACCGCATATTGAGGAATCAGATATTCTAGATGTCGTATTGGTGCCTGGAGTGGCGTTTGATATTAAAACTGGTGCAAGGATGGGTCACGGTGCTGGGTATTATGACGATTTTTTCCAACGGTATAAGATACTGCATGAAGGCCAAAAGCCCCTCCTAGTTGGACTATGTCTTATGGAACAGGTGGCCTCTCCAATTCCTTTAGAAAAACATGATTATTCCATGGATTGTATAGTATGCGGAGATGGATCCATACATTGGTTTCAATAA","protein_sequence":"MATKQLLRRQIKRVINALDYDIIAAESHTISQAVRSLIASANSRRVACYMSMDKGEVTTGEIIKNLFQDGQEVFLPRCTHTSESKHFKLREDHHPHLIFHRMSSLKMVRDLKPQGPYQLKEPEPHIEESDILDVVLVPGVAFDIKTGARMGHGAGYYDDFFQRYKILHEGQKPLLVGLCLMEQVASPIPLEKHDYSMDCIVCGDGSIHWFQ"}]}