Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:06:20 UTC
Update Date2024-10-11 02:53:33 UTC
Metabolite IDMMDBc0030387
Metabolite Identification
Common NameD-Tyrosine
DescriptionD-Tyrosine is one of the two enantiomers of tyrosine. Tyrosine (abbreviated as Tyr or Y) or 4-hydroxyphenylalanine, is one of the 22 amino acids that are used by cells to synthesize proteins. Its codons are UAC and UAU. It is a non-essential amino acid with a polar side group. (Wikipedia ) L-Tyrosine is the correct tyrosine isomer used in building proteins, and aminoacyl-tRNA synthetases ensure the exclusion of D-amino acids like D-tyrosine from translation. But sometimes, tyrosyl-tRNA synthetases use D-tyrosine by mistake. Hence, D-tyrosine can be toxic to E. coli, especially in absence of D-Tyr-tRNATyr deacylase to remove the incorrectly-made tRNAs containing D-tyrosine. (PMID 15292242 )
Structure
Synonyms
ValueSource
(2R)-2-Amino-3-(4-hydroxyphenyl)propanoic acidChEBI
(R)-2-Amino-3-(p-hydroxyphenyl)propionic acidChEBI
(R)-3-(p-Hydroxyphenyl)alanineChEBI
D-TyrChEBI
D-TyrosinChEBI
DTYChEBI
(2R)-2-Amino-3-(4-hydroxyphenyl)propanoateGenerator
(R)-2-Amino-3-(p-hydroxyphenyl)propionateGenerator
Molecular FormulaC9H11NO3
Average Mass181.1885
Monoisotopic Mass181.073893223
IUPAC Name(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
Traditional Name(.+-.)-tyrosine
CAS Registry Number556-02-5
SMILES
N[C@H](CC1=CC=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1
InChI KeyOUYCCCASQSFEME-MRVPVSSYSA-N