CHEBI:17895 - L-tyrosine

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ChEBI Name L-tyrosine
ChEBI ID CHEBI:17895
ChEBI ASCII Name L-tyrosine
Definition An optically active form of tyrosine having L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46070, CHEBI:46161, CHEBI:6313, CHEBI:13181, CHEBI:21411
Supplier Information No supplier information found for this compound.
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L-Tyrosine or tyrosine (symbol Tyr or Y) or 4-hydroxyphenylalanine is one of the 20 standard amino acids that are used by cells to synthesize proteins. It is a conditionally essential amino acid with a polar side group. The word "tyrosine" is from the Greek tyrós, meaning cheese, as it was first discovered in 1846 by German chemist Justus von Liebig in the protein casein from cheese. It is called tyrosyl when referred to as a functional group or side chain. While tyrosine is generally classified as a hydrophobic amino acid, it is more hydrophilic than phenylalanine. It is encoded by the codons UAC and UAU in messenger RNA. The one-letter symbol Y was assigned to tyrosine for being alphabetically nearest of those letters available. Note that T was assigned to the structurally simpler threonine, U was avoided for its similarity with V for valine, W was assigned to tryptophan, while X was reserved for undetermined or atypical amino acids. The mnemonic tYrosine was also proposed.
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Formula C9H11NO3
Net Charge 0
Average Mass 181.18858
Monoisotopic Mass 181.07389
InChI 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-/m0/s1
InChIKey OUYCCCASQSFEME-QMMMGPOBSA-N
SMILES N[C@@H](Cc1ccc(O)cc1)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Mycoplasma genitalium (NCBI:txid2097) See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
fundamental metabolite
Any metabolite produced by all living cells.
EC 1.3.1.43 (arogenate dehydrogenase) inhibitor
An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of arogenate dehydrogenase (EC 1.3.1.43).
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via tyrosine )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-tyrosine (CHEBI:17895) has functional parent L-tyrosinal (CHEBI:46209)
L-tyrosine (CHEBI:17895) has role EC 1.3.1.43 (arogenate dehydrogenase) inhibitor (CHEBI:64416)
L-tyrosine (CHEBI:17895) has role fundamental metabolite (CHEBI:78675)
L-tyrosine (CHEBI:17895) has role micronutrient (CHEBI:27027)
L-tyrosine (CHEBI:17895) has role nutraceutical (CHEBI:50733)
L-tyrosine (CHEBI:17895) is a L-α-amino acid (CHEBI:15705)
L-tyrosine (CHEBI:17895) is a erythrose 4-phosphate/phosphoenolpyruvate family amino acid (CHEBI:73690)
L-tyrosine (CHEBI:17895) is a proteinogenic amino acid (CHEBI:83813)
L-tyrosine (CHEBI:17895) is a tyrosine (CHEBI:18186)
L-tyrosine (CHEBI:17895) is conjugate acid of L-tyrosinate(1−) (CHEBI:32760)
L-tyrosine (CHEBI:17895) is conjugate base of L-tyrosinium (CHEBI:32762)
L-tyrosine (CHEBI:17895) is enantiomer of D-tyrosine (CHEBI:28479)
L-tyrosine (CHEBI:17895) is tautomer of L-tyrosine zwitterion (CHEBI:58315)
Incoming γ-Glu-Tyr (CHEBI:82969) has functional parent L-tyrosine (CHEBI:17895)
(2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate (CHEBI:140647) has functional parent L-tyrosine (CHEBI:17895)
L-tyrosine derivative (CHEBI:27177) has functional parent L-tyrosine (CHEBI:17895)
L-tyrosinyl radical (CHEBI:32759) has functional parent L-tyrosine (CHEBI:17895)
L-tyrosinyl radical cation (CHEBI:32763) has functional parent L-tyrosine (CHEBI:17895)
Ala-Gly-Tyr (CHEBI:73351) has functional parent L-tyrosine (CHEBI:17895)
Ala-Met-Asp-Tyr (CHEBI:176849) has functional parent L-tyrosine (CHEBI:17895)
Ala-Tyr (CHEBI:73395) has functional parent L-tyrosine (CHEBI:17895)
Ala-Val-Asp-Tyr (CHEBI:73391) has functional parent L-tyrosine (CHEBI:17895)
Arg-Trp-Ser-Tyr (CHEBI:73405) has functional parent L-tyrosine (CHEBI:17895)
Asn-Tyr (CHEBI:73427) has functional parent L-tyrosine (CHEBI:17895)
Asp-Phe-Val-Tyr (CHEBI:73293) has functional parent L-tyrosine (CHEBI:17895)
Asp-Tyr (CHEBI:73455) has functional parent L-tyrosine (CHEBI:17895)
Cys-Met-Thr-Tyr (CHEBI:73459) has functional parent L-tyrosine (CHEBI:17895)
DON-10-tyrosine (CHEBI:149459) has functional parent L-tyrosine (CHEBI:17895)
Gln-Phe-Trp-Tyr (CHEBI:73464) has functional parent L-tyrosine (CHEBI:17895)
Gln-Phe-Tyr (CHEBI:156250) has functional parent L-tyrosine (CHEBI:17895)
Gln-Tyr (CHEBI:141432) has functional parent L-tyrosine (CHEBI:17895)
Glu-Thr-Thr-Tyr (CHEBI:73489) has functional parent L-tyrosine (CHEBI:17895)
Glu-Tyr (CHEBI:73513) has functional parent L-tyrosine (CHEBI:17895)
Glu-Val-Thr-Leu-Tyr peptide residue (CHEBI:85622) has functional parent L-tyrosine (CHEBI:17895)
Gly-Tyr (CHEBI:73517) has functional parent L-tyrosine (CHEBI:17895)
Ile-Leu-Val-Tyr (CHEBI:73519) has functional parent L-tyrosine (CHEBI:17895)
Leu-Asp-Tyr (CHEBI:73564) has functional parent L-tyrosine (CHEBI:17895)
Leu-enkephalin (CHEBI:89656) has functional parent L-tyrosine (CHEBI:17895)
Leu-Leu-Tyr (CHEBI:6415) has functional parent L-tyrosine (CHEBI:17895)
Leu-Pro-Tyr (CHEBI:73581) has functional parent L-tyrosine (CHEBI:17895)
Leu-Ser-Ser-Tyr (CHEBI:73522) has functional parent L-tyrosine (CHEBI:17895)
Leu-Tyr (CHEBI:73591) has functional parent L-tyrosine (CHEBI:17895)
Lys-Asp-Tyr (CHEBI:73598) has functional parent L-tyrosine (CHEBI:17895)
Lys-Thr-Trp-Tyr (CHEBI:73597) has functional parent L-tyrosine (CHEBI:17895)
Lys-Tyr (CHEBI:73608) has functional parent L-tyrosine (CHEBI:17895)
Lys-Tyr-Glu (CHEBI:140742) has functional parent L-tyrosine (CHEBI:17895)
maculosin (CHEBI:6631) has functional parent L-tyrosine (CHEBI:17895)
Met-enkephalin (CHEBI:6618) has functional parent L-tyrosine (CHEBI:17895)
Met-Tyr (CHEBI:73615) has functional parent L-tyrosine (CHEBI:17895)
Phe-Tyr (CHEBI:73637) has functional parent L-tyrosine (CHEBI:17895)
Phe-Tyr-Asp (CHEBI:84102) has functional parent L-tyrosine (CHEBI:17895)
Ser-Tyr (CHEBI:73652) has functional parent L-tyrosine (CHEBI:17895)
Thr-Pro-Tyr (CHEBI:73661) has functional parent L-tyrosine (CHEBI:17895)
Thr-Tyr (CHEBI:73667) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Asn (CHEBI:141452) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Asp (CHEBI:141455) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Cys (CHEBI:157903) has functional parent L-tyrosine (CHEBI:17895)
Tyr-FMDP (CHEBI:74501) has functional parent L-tyrosine (CHEBI:17895)
Tyr-His (CHEBI:73695) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Ile-Leu (CHEBI:165121) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Pro (CHEBI:141456) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Ser (CHEBI:141457) has functional parent L-tyrosine (CHEBI:17895)
Tyr-Thr (CHEBI:141458) has functional parent L-tyrosine (CHEBI:17895)
Val-Tyr (CHEBI:73703) has functional parent L-tyrosine (CHEBI:17895)
L-tyrosine-d4 (CHEBI:192085) is a L-tyrosine (CHEBI:17895)
L-tyrosinium (CHEBI:32762) is conjugate acid of L-tyrosine (CHEBI:17895)
L-tyrosinate(1−) (CHEBI:32760) is conjugate base of L-tyrosine (CHEBI:17895)
D-tyrosine (CHEBI:28479) is enantiomer of L-tyrosine (CHEBI:17895)
L-tyrosin-O4-yl group (CHEBI:32768) is substituent group from L-tyrosine (CHEBI:17895)
L-tyrosine residue (CHEBI:46858) is substituent group from L-tyrosine (CHEBI:17895)
L-tyrosino group (CHEBI:46857) is substituent group from L-tyrosine (CHEBI:17895)
L-tyrosyl group (CHEBI:32764) is substituent group from L-tyrosine (CHEBI:17895)
L-tyrosine zwitterion (CHEBI:58315) is tautomer of L-tyrosine (CHEBI:17895)
IUPAC Name
L-tyrosine
Synonyms Sources
(−)-α-amino-p-hydroxyhydrocinnamic acid NIST Chemistry WebBook
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid IUPAC
(S)-(-)-Tyrosine HMDB
(S)-2-Amino-3-(p-hydroxyphenyl)propionic acid KEGG COMPOUND
(S)-3-(p-Hydroxyphenyl)alanine KEGG COMPOUND
(S)-α-amino-4-hydroxybenzenepropanoic acid NIST Chemistry WebBook
(S)-Tyrosine HMDB
4-hydroxy-L-phenylalanine NIST Chemistry WebBook
L-Tyrosin ChEBI
L-Tyrosine KEGG COMPOUND
Tyr ChEBI
TYROSINE PDBeChem
Tyrosine KEGG COMPOUND
Y ChEBI
Manual Xrefs Databases
2786 DrugCentral
C00001397 KNApSAcK
C00082 KEGG COMPOUND
c0234 UM-BBD
D00022 KEGG DRUG
DB00135 DrugBank
ECMDB00158 ECMDB
HMDB0000158 HMDB
TYR MetaCyc
TYR PDBeChem
Tyrosine Wikipedia
YMDB00364 YMDB
View more database links
Registry Numbers Types Sources
392441 Reaxys Registry Number Reaxys
50929 Gmelin Registry Number Gmelin
60-18-4 CAS Registry Number KEGG COMPOUND
60-18-4 CAS Registry Number NIST Chemistry WebBook
60-18-4 CAS Registry Number ChemIDplus
Citations
Last Modified
08 April 2022