{"ymdb_id":"YMDB00995","created_at":"2011-06-14T19:34:28.000Z","updated_at":"2016-09-08T18:36:08.000Z","name":"D-Phenylalanine","cas":"673-06-3","state":"Solid","melting_point":"283 oC","description":"Phenylalanine (abbreviated as Phe or F) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. D-isomers are used as carbon, nitrogen, and energy source. Phenylalanine is a precursor for tyrosine, the monoamine signaling molecules dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline), and the skin pigment melanin.","experimental_water_solubility":"26.9 mg/mL at 25 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"-1.38 [AVDEEF,A (1997)]","location":null,"synthesis_reference":null,"chebi_id":"16998","hmdb_id":"HMDB00159","kegg_id":"C02265","pubchem_id":"6140","cs_id":"64639","foodb_id":null,"wikipedia_link":"Phenylalanine","biocyc_id":"PHE","iupac":"(2R)-2-amino-3-phenylpropanoic acid","traditional_iupac":"D-phenylalanine","logp":"-1.184438468740489","pka":null,"alogps_solubility":"4.14e+00 g/l","alogps_logp":"-1.35","alogps_logs":"-1.60","acceptor_count":"3","donor_count":"2","rotatable_bond_count":"3","polar_surface_area":"63.32","refractivity":"45.11630000000001","polarizability":"17.133886891513043","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"9.446936344396194","pka_strongest_acidic":"2.469229772182635","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(-)-beta-Phenylalanine","(L)-Phenylalanine","(S)-(-)-Phenylalanine","(S)-2-amino-3-phenylpropanoate","(S)-2-amino-3-phenylpropanoic acid","(S)-2-Amino-3-phenylpropionate","(S)-2-Amino-3-phenylpropionic acid","(S)-alpha-Amino-benzenepropanoate","(S)-alpha-Amino-benzenepropanoic acid","(S)-alpha-Amino-beta-phenylpropionate","(S)-alpha-Amino-beta-phenylpropionic acid","(S)-alpha-Aminobenzenepropanoate","(S)-alpha-Aminobenzenepropanoic acid","(S)-alpha-Aminohydrocinnamate","(S)-alpha-Aminohydrocinnamic acid","(S)-Phenylalanine","3-Phenyl-L-alanine","Alanine, phenyl-, D-","alpha-Aminohydrocinnamate","alpha-Aminohydrocinnamic acid","beta-Phenyl-alpha-alanine","beta-Phenyl-L-alanine","beta-Phenylalanine","D-alpha-Amino-beta-phenylpropionic acid","D-Phenylalanine","L-2-Amino-3-phenylpropionate","L-2-Amino-3-phenylpropionic acid","L-Phenylalanine","Phe","phenyl-Alanine","Phenylalamine","Phenylalanine","Sabiden"],"pathways":[{"name":"Phenylalanine metabolism","kegg_map_id":"00360"},{"name":"Methionine metabolism and salvage","kegg_map_id":null},{"name":"Tryptophan metabolism","kegg_map_id":"00380"}],"growth_conditions":[],"references":[{"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":15375647,"citation":"Yow, G. Y., Uo, T., Yoshimura, T., Esaki, N. (2004). \"D-amino acid N-acetyltransferase of Saccharomyces cerevisiae: a close homologue of histone acetyltransferase Hpa2p acting exclusively on free D-amino acids.\" Arch Microbiol 182:396-403."}],"proteins":[{"created_at":"2011-05-26T23:37:41.000Z","updated_at":"2011-05-29T14:08:02.000Z","name":"N-acetyltransferase HPA3","uniprot_id":"P39979","uniprot_name":"HPA3_YEAST","enzyme":true,"transporter":false,"gene_name":"HPA3","num_residues":179,"molecular_weight":"20698.5","theoretical_pi":"7.84","general_function":"Involved in N-acetyltransferase activity","specific_function":"N-acetyltransferase whose physiological acetyl acceptor substrate is still unknown. In vitro, histone acetylation is very weak","reactions":[{"id":2617,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"acetyl-CoA + a D-amino acid = CoA + an N-acetyl-D-amino acid","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm. Nucleus","genbank_gene_id":"U18795","genbank_protein_id":"603252","gene_card_id":"HPA3","chromosome_location":"chromosome 5","locus":"YEL066W","synonyms":[],"enzyme_classes":["2.3.1.-","2.3.1.36"],"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":" acetyltransferase activity"},{"category":"Function","description":" N-acetyltransferase activity"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"Acetyltransf_1","identifier":"PF00583"}],"pathways":[],"gene_sequence":"ATGAAAAAGACCCCAGACCCATCTCCACCTTTTGCAAGCACGAAGAACGTAGGCATGTCAAACGAAGAACCGGAAAAAATGGTTAACGATCGAATTGTGGTGAAGGCCATCGAGCCAAAAGATGAGGAAGCCTGGAACAAACTGTGGAAGGAGTATCAGGGTTTCCAAAAAACGGTTATGCCTCCGGAAGTAGCCACCACTACCTTCGCAAGGTTTATAGACCCTACGGTCAAACTATGGGGTGCTCTAGCCTTTGACACCGAGACCGGCGATGCAATTGGCTTTGCACACTACCTGAACCATTTGACGTCGTGGCATGTCGAAGAAGTTGTCTACATGAATGACTTATATGTCACTGAACGCGCAAGAGTCAAAGGCGTAGGTAGAAAGCTCATAGAATTTGTATACAGCCGTGCCGATGAGCTCGGTACGCCTGCAGTGTACTGGGTTACAGACCATTACAATCACCGCGCACAGTTGCTGTACACCAAAGTGGCTTACAAGACAGATAAGGTTCTTTACAAGAGAAACGGATACTGA","protein_sequence":"MKKTPDPSPPFASTKNVGMSNEEPEKMVNDRIVVKAIEPKDEEAWNKLWKEYQGFQKTVMPPEVATTTFARFIDPTVKLWGALAFDTETGDAIGFAHYLNHLTSWHVEEVVYMNDLYVTERARVKGVGRKLIEFVYSRADELGTPAVYWVTDHYNHRAQLLYTKVAYKTDKVLYKRNGY"}]}