{"ymdb_id":"YMDB00099","created_at":"2011-05-29T15:56:40.000Z","updated_at":"2016-09-08T18:35:01.000Z","name":"Tetradecanoyl-CoA ","cas":"3130-72-1","state":"Solid","melting_point":"","description":"Tetradecanoyl-CoA (myristoyl-CoA) is an intermediate in fatty acid biosynthesis, fatty acid elongation and the beta oxidation of fatty acids. It is also used in the myristoylation of proteins.","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":"lipid particle;endoplasmic reticulum;peroxisome;cytoplasm","synthesis_reference":null,"chebi_id":"15532","hmdb_id":"HMDB01521","kegg_id":"C02593","pubchem_id":"1126","cs_id":"58623","foodb_id":null,"wikipedia_link":null,"biocyc_id":"TETRADECANOYL-COA","iupac":"{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(tetradecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid","traditional_iupac":"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(tetradecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid","logp":"-1.384419707966352","pka":"1.8334045176178444","alogps_solubility":"2.21e+00 g/l","alogps_logp":"1.84","alogps_logs":"-2.65","acceptor_count":"17","donor_count":"9","rotatable_bond_count":"32","polar_surface_area":"363.6299999999999","refractivity":"227.44590000000002","polarizability":"96.43111318115857","formal_charge":"0","physiological_charge":"-4","pka_strongest_basic":"4.946047024039826","pka_strongest_acidic":"0.8252479627216065","bioavailability":"0","number_of_rings":"3","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"1","synonyms":["2-Hydroxybutane-1,2,4-tricarboxylate","3-hydroxy-3-carboxyadipate","Homocitrate","Myristoyl-CoA","Myristoyl-coenzyme A","n-C14:0CoA","n-C14:0Coenzyme A","S-Tetradecanoyl-coenzyme A","Tetradecanoyl CoA","Tetradecanoyl Coenzyme A","Tetradecanoyl-coenzyme A"],"pathways":[{"name":"Fatty acid metabolism","kegg_map_id":"00071"},{"name":"Fatty acid elongation in mitochondria","kegg_map_id":"00062"},{"name":"Cholesterol biosynthesis and metabolism CE(14:0)","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":8430078,"citation":"Rudnick, D. A., Rocque, W. J., McWherter, C. A., Toth, M. V., Jackson-Machelski, E., Gordon, J. I. (1993). \"Use of photoactivatable peptide substrates of Saccharomyces cerevisiae myristoyl-CoA:protein N-myristoyltransferase (Nmt1p) to characterize a myristoyl-CoA-Nmt1p-peptide ternary complex and to provide evidence for an ordered reaction mechanism.\" Proc Natl Acad Sci U S A 90:1087-1091."},{"pubmed_id":11371195,"citation":"Farazi, T. A., Waksman, G., Gordon, J. I. (2001). \"Structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoylCoA and peptide provide insights about substrate recognition and catalysis.\" Biochemistry 40:6335-6343."},{"pubmed_id":1572893,"citation":"Duronio, R. J., Knoll, L. J., Gordon, J. I. (1992). \"Isolation of a Saccharomyces cerevisiae long chain fatty acyl:CoA synthetase gene (FAA1) and assessment of its role in protein N-myristoylation.\" J Cell Biol 117:515-529."}],"proteins":[{"created_at":"2011-05-24T21:56:13.000Z","updated_at":"2011-07-22T17:53:54.000Z","name":"3-ketoacyl-CoA thiolase, peroxisomal","uniprot_id":"P27796","uniprot_name":"THIK_YEAST","enzyme":true,"transporter":false,"gene_name":"POT1","num_residues":417,"molecular_weight":"44729.89844","theoretical_pi":"7.7","general_function":"Involved in transferase activity, transferring acyl groups other than amino-acyl groups","specific_function":"Acyl-CoA + acetyl-CoA = CoA + 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biosynthesis","kegg_map_id":"00100"}],"gene_sequence":"ATGTCTCAAAGACTACAAAGTATCAAGGATCATTTGGTGGAGAGCGCCATGGGTAAGGGTGAATCGAAGAGGAAGAACTCGTTGCTGGAGAAAAGACCCGAAGATGTAGTTATTGTGGCTGCTAACAGGTCTGCCATCGGTAAAGGTTTTAAAGGTGCCTTCAAAGATGTAAACACAGACTACTTATTATACAACTTTCTCAATGAGTTCATCGGGAGGTTTCCGGAACCTTTGAGGGCTGATTTGAACTTAATCGAAGAAGTTGCCTGTGGAAATGTTCTCAATGTTGGAGCCGGTGCTACAGAACACAGGGCTGCATGCTTGGCAAGTGGGATTCCCTACTCGACGCCATTTGTCGCTTTAAACAGACAATGTTCTTCAGGTTTAACGGCGGTGAACGATATTGCCAACAAGATTAAGGTTGGGCAAATTGATATTGGTTTGGCGCTGGGAGTGGAATCAATGACCAATAACTACAAAAACGTCAATCCCTTGGGCATGATCTCCTCTGAAGAGCTGCAAAAAAACCGAGAAGCGAAGAAATGTCTAATACCAATGGGCATTACTAATGAGAATGTTGCCGCTAATTTCAAGATCAGTAGAAAGGATCAAGACGAGTTCGCTGCGAATTCATATCAAAAAGCTTACAAGGCGAAAAATGAGGGGCTTTTCGAAGATGAAATTTTACCTATAAAATTACCAGATGGCTCAATTTGCCAGTCGGACGAAGGGCCACGCCCTAACGTCACTGCGGAGTCGCTTTCAAGCATCAGGCCTGCCTTTATCAAAGACAGAGGAACCACAACTGCGGGCAATGCATCCCAGGTCTCCGATGGTGTGGCAGGTGTCTTGTTAGCCCGCAGGTCCGTAGCCAACCAGTTAAATCTGCCTGTGCTAGGTCGCTACATCGATTTTCAAACAGTGGGGGTTCCCCCTGAAATCATGGGTGTGGGCCCTGCATACGCCATACCAAAAGTCCTGGAAGCTACTGGCTTGCAAGTCCAAGATATCGATATTTTTGAAATAAATGAAGCATTCGCGGCCCAAGCATTATACTGCATCCATAAACTGGGCATCGATTTGAATAAAGTAAATCCAAGAGGTGGTGCAATCGCGTTAGGCCATCCCTTGGGTTGTACTGGCGCAAGGCAAGTAGCTACCATACTAAGAGAACTGAAAAAGGATCAAATCGGGGTTGTTAGTATGTGTATCGGTACTGGTATGGGTGCCGCCGCCATCTTTATTAAAGAATAG","protein_sequence":"MSQRLQSIKDHLVESAMGKGESKRKNSLLEKRPEDVVIVAANRSAIGKGFKGAFKDVNTDYLLYNFLNEFIGRFPEPLRADLNLIEEVACGNVLNVGAGATEHRAACLASGIPYSTPFVALNRQCSSGLTAVNDIANKIKVGQIDIGLALGVESMTNNYKNVNPLGMISSEELQKNREAKKCLIPMGITNENVAANFKISRKDQDEFAANSYQKAYKAKNEGLFEDEILPIKLPDGSICQSDEGPRPNVTAESLSSIRPAFIKDRGTTTAGNASQVSDGVAGVLLARRSVANQLNLPVLGRYIDFQTVGVPPEIMGVGPAYAIPKVLEATGLQVQDIDIFEINEAFAAQALYCIHKLGIDLNKVNPRGGAIALGHPLGCTGARQVATILRELKKDQIGVVSMCIGTGMGAAAIFIKE"},{"created_at":"2011-05-26T16:24:24.000Z","updated_at":"2011-05-29T05:06:18.000Z","name":"Glycylpeptide N-tetradecanoyltransferase","uniprot_id":"P14743","uniprot_name":"NMT_YEAST","enzyme":true,"transporter":false,"gene_name":"NMT1","num_residues":455,"molecular_weight":"52837.10156","theoretical_pi":"7.49","general_function":"Involved in glycylpeptide N-tetradecanoyltransferase activity","specific_function":"Adds a myristoyl group to the N-terminal glycine residue of certain cellular proteins. Substrate specificity requires an N- terminal glycine in the nascent polypeptide substrates. Uncharged amino acids are preferred at position 2 while neutral residues are favored at positions 3 and 4. Ser is present at position 5 in almost all known N-myristoyl proteins and Lys is commonly encountered at postion 6","reactions":[{"id":1607,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2416,"direction":"\u003e","locations":"Cytoplasm","altext":"Tetradecanoyl-CoA + glycylpeptide = CoA + N-tetradecanoylglycylpeptide.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":"1IID","cellular_location":"Cytoplasm","genbank_gene_id":"M23726","genbank_protein_id":"172045","gene_card_id":"NMT1","chromosome_location":"chromosome 12","locus":"YLR195C","synonyms":["Cell division control protein 72","Myristoyl-CoA:protein N-myristoyltransferase","NMT","Peptide N-myristoyltransferase"],"enzyme_classes":["2.3.1.97"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring acyl groups"},{"category":"Function","description":" transferase activity, transferring acyl groups other than amino-acyl groups"},{"category":"Function","description":" acyltransferase activity"},{"category":"Function","description":" N-acyltransferase activity"},{"category":"Function","description":" glycylpeptide N-tetradecanoyltransferase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" macromolecule metabolic process"},{"category":"Process","description":" macromolecule modification"},{"category":"Process","description":" protein modification process"},{"category":"Process","description":" protein amino acid lipidation"},{"category":"Process","description":" N-terminal protein lipidation"},{"category":"Process","description":" N-terminal protein myristoylation"}],"pfams":[{"name":"NMT","identifier":"PF01233"},{"name":"NMT_C","identifier":"PF02799"}],"pathways":[],"gene_sequence":"ATGTCAGAAGAGGATAAAGCGAAAAAATTAGAGAATTTATTGAAGTTATTACAGTTGAATAATGACGATACTTCAAAATTCACTCAAGAACAGAAAAAAGCTATGAAAGACCACAAATTCTGGAGAACGCAACCGGTCAAAGATTTCGATGAAAAGGTGGTGGAAGAAGGCCCCATTGATAAGCCAAAGACACCGGAAGATATATCTGACAAGCCACTACCTTTATTGTCTAGCTTCGAATGGTGTAGTATTGATGTGGACAACAAAAAACAGCTTGAAGATGTTTTCGTTCTACTAAATGAAAACTACGTGGAAGACCGCGATGCAGGCTTCAGATTTAACTATACCAAAGAATTCTTCAATTGGGCTTTAAAGAGTCCAGGTTGGAAGAAGGATTGGCATATTGGTGTTCGCGTTAAAGAAACACAGAAATTAGTTGCCTTTATCTCAGCCATACCAGTAACACTTGGTGTTAGAGGTAAACAAGTGCCTAGTGTAGAAATCAATTTCTTGTGCGTTCACAAACAGCTAAGATCGAAGAGATTAACACCTGTTCTAATTAAAGAAATTACGAGACGAGTGAACAAATGTGACATCTGGCATGCATTGTACACGGCAGGTATTGTTTTGCCAGCACCTGTGAGTACGTGTCGTTATACTCATCGTCCCTTGAATTGGAAGAAACTTTATGAAGTAGATTTCACAGGGTTACCAGATGGGCACACAGAGGAGGATATGATTGCTGAGAATGCGTTACCGGCCAAAACAAAGACAGCGGGATTGAGAAAATTAAAGAAGGAAGATATTGACCAAGTTTTTGAGTTGTTCAAAAGATATCAATCCAGGTTCGAACTAATTCAAATTTTCACAAAAGAAGAATTCGAACATAATTTCATTGGTGAAGAATCGTTACCATTGGATAAACAAGTAATTTTCTCATATGTAGTCGAACAGCCCGATGGAAAAATTACAGACTTCTTCTCATTTTACTCATTGCCATTCACAATCCTAAATAACACAAAATATAAGGACCTAGGCATCGGGTACTTGTATTATTATGCCACCGATGCAGATTTCCAATTCAAAGACAGGTTTGATCCAAAAGCTACTAAGGCTTTGAAAACAAGATTGTGTGAATTGATTTATGACGCTTGTATTTTGGCCAAAAACGCTAATATGGATGTTTTTAACGCGTTGACTTCGCAAGATAATACATTGTTCTTGGATGATTTGAAGTTCGGGCCCGGTGACGGGTTCTTGAACTTCTATTTATTTAATTATAGAGCAAAGCCGATTACCGGTGGCTTGAATCCCGACAATAGTAACGACATTAAAAGGCGTAGCAATGTCGGTGTTGTTATGTTGTAG","protein_sequence":"MSEEDKAKKLENLLKLLQLNNDDTSKFTQEQKKAMKDHKFWRTQPVKDFDEKVVEEGPIDKPKTPEDISDKPLPLLSSFEWCSIDVDNKKQLEDVFVLLNENYVEDRDAGFRFNYTKEFFNWALKSPGWKKDWHIGVRVKETQKLVAFISAIPVTLGVRGKQVPSVEINFLCVHKQLRSKRLTPVLIKEITRRVNKCDIWHALYTAGIVLPAPVSTCRYTHRPLNWKKLYEVDFTGLPDGHTEEDMIAENALPAKTKTAGLRKLKKEDIDQVFELFKRYQSRFELIQIFTKEEFEHNFIGEESLPLDKQVIFSYVVEQPDGKITDFFSFYSLPFTILNNTKYKDLGIGYLYYYATDADFQFKDRFDPKATKALKTRLCELIYDACILAKNANMDVFNALTSQDNTLFLDDLKFGPGDGFLNFYLFNYRAKPITGGLNPDNSNDIKRRSNVGVVML"}]}