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L-Tyrosine

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Identification
Molecular formula
C9H11NO3
CAS number
60-18-4
IUPAC name
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
State
State

At room temperature, L-Tyrosine is found in a solid state, typically as a powder or crystalline form.

Melting point (Celsius)
343.00
Melting point (Kelvin)
616.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
181.19g/mol
Molar mass
181.1910g/mol
Density
1.4560g/cm3
Appearence

L-Tyrosine is typically presented as white crystalline powder or fine crystals. It may also be found in the form of a powder and is often used in dietary supplements in this form.

Comment on solubility

Solubility of (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid (C9H11NO3)

The solubility of (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid, commonly known as tyrosine, is an essential characteristic that plays a significant role in its biochemical functions. Being an amino acid with a phenolic hydroxyl group, its solubility is influenced by several factors:

  • Polarity: The hydroxyl (-OH) group contributes to the overall polarity of the molecule, enhancing its ability to interact with water molecules.
  • pH Level: At physiological pH (around 7.4), tyrosine exhibits increased solubility due to the ionization of its amino group as well as its carboxyl group, allowing for better interaction with the solvent.
  • Temperature: As with many substances, an increase in temperature generally leads to higher solubility, facilitated by increased molecular motion.

To summarize, tyrosine is relatively soluble in water, with its solubility being significantly affected by environmental conditions such as pH and temperature. This solubility is fundamental for various physiological processes, including protein synthesis and neurotransmitter production.

Interesting facts

Interesting Facts about (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid

(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid is a fascinating compound also known as L-Dopa. It is primarily celebrated for its role in the treatment of Parkinson's disease, making significant contributions to neurochemistry and pharmacology. Here are some intriguing points about this compound:

  • Natural Precursor: L-Dopa is a naturally occurring amino acid that acts as a precursor to dopamine, a neurotransmitter essential for motor control and several other functions in the body.
  • Treatment for Parkinson's Disease: It is commonly used in the management of Parkinson's disease; when dopamine levels decrease due to neuronal loss, L-Dopa supplementation can help alleviate symptoms.
  • Conversion to Dopamine: In the brain, L-Dopa is converted to dopamine via the enzyme aromatic L-amino acid decarboxylase, which is crucial for restoring the chemical balance in patients.
  • Side Effects: While effective, its use can come with side effects, including nausea, dizziness, and dyskinesia, highlighting the importance of dosage regulation in medical applications.
  • Historical Significance: The introduction of L-Dopa in treating Parkinson's disease marked a revolution in therapeutic strategies, paving the way for more targeted treatments and significantly improving patients' quality of life.
  • Research and Development: Ongoing research seeks to optimize L-Dopa formulations and delivery methods, aiming to enhance its effectiveness and reduce side effects. Advances in drug delivery systems could lead to improved patient outcomes.

This compound is not just a metabolic intermediate but a vital therapeutic agent that exemplifies the intricate relationship between chemistry and medicine. It highlights how understanding basic biochemical processes can lead to transformative treatments for debilitating diseases.

In the words of neuroscientists, “Not all heroes wear capes; some are molecules that bring hope.” L-Dopa inspires ongoing research that continues to improve lives well beyond its initial discovery.

Synonyms
L-tyrosine
tyrosine
60-18-4
(S)-Tyrosine
p-Tyrosine
L-p-Tyrosine
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
H-Tyr-OH
4-Hydroxy-L-phenylalanine
tirosina
Tyrosine (VAN)
Tyrosine, L-
Tyrosinum [Latin]
Tirosina [Spanish]
Tyrosine [USAN:INN]
Tyrosinum
L-Phenylalanine, 4-hydroxy-
beta-(p-Hydroxyphenyl)alanine
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid
FEMA No. 3736
L-(-)-Tyrosine
(S)-alpha-Amino-4-hydroxybenzenepropanoic acid
(S)-(-)-Tyrosine
L-2-Amino-3-p-hydroxyphenylpropanoic acid
3-(4-Hydroxyphenyl)-L-alanine
(S)-3-(p-Hydroxyphenyl)alanine
L-Tyrosin
HSDB 2003
L-Tyr
alpha-Amino-beta-(4-hydroxyphenyl)propionic acid
AI3-09055
NSC 82624
alpha-Amino-p-hydroxyhydrocinnamic acid, (-)-
Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-, (S)-
(S)-2-Amino-3-(p-hydroxyphenyl)propionic acid
Benzenepropanoate
alpha-Amino-4-hydroxybenzenepropanoic acid, (S)-
2-Amino-3-(4-hydroxyphenyl)propanoic acid, (S)-
Benzenepropanoic acid, alpha-amino-4-hydroxy-, (S)-
55520-40-6
EINECS 200-460-4
MFCD00002606
(S)-2-Amino-3-(4-hydroxyphenyl)propanoic acid
L-Tyrosine, monomer
DTXSID1023730
CHEBI:17895
3-(p-Hydroxyphenyl)alanine
tyr
TYROSINE [HSDB]
TYROSINE [USAN]
TYROSINE [II]
TYROSINE [INN]
TYROSINE [MI]
TYROSINE [VANDF]
NSC-82624
L-TYROSINE [FCC]
L-TYROSINE [JAN]
TYROSINE [MART.]
L-TYROSINE [FHFI]
TYROSINE [WHO-DD]
42HK56048U
L-TYROSINE [USP-RS]
TYROSINE [ORANGE BOOK]
DTXCID603730
Levodopa impurity, l-tyrosine-
TYROSINE [EP MONOGRAPH]
TYROSINE [USP MONOGRAPH]
(-)-.alpha.-Amino-p-hydroxyhydrocinnamic acid
(S)-2-Amino-3-(4-hydroxyphenyl)propionic acid
Tyrosinum (Latin)
(-)-a-Amino-p-hydroxyhydrocinnamate
2-Amino-3-(p-hydroxyphenyl)propionic acid
(S)-a-Amino-4-hydroxybenzenepropanoate
(-)-alpha-Amino-p-hydroxyhydrocinnamate
(-)-a-Amino-p-hydroxyhydrocinnamic acid
(S)-a-amino-4-hydroxy-Benzenepropanoate
NCGC00159350-02
LEVODOPA IMPURITY B [EP IMPURITY]
Rxosine
(S)-alpha-Amino-4-hydroxybenzenepropanoate
TYROSINE (II)
(S)-2-Amino-3-(p-hydroxyphenyl)propionate
(S)-a-Amino-4-hydroxybenzenepropanoic acid
(S)-a-amino-4-hydroxy-Benzenepropanoic acid
(S)-alpha-amino-4-hydroxy-Benzenepropanoate
TYROSINE (MART.)
(S)-alpha-amino-4-hydroxy-Benzenepropanoic acid
N-ACETYLTYROSINE IMPURITY A [EP IMPURITY]
L-TYROSINE (USP-RS)
25619-78-7
TYROSINE (EP MONOGRAPH)
TYROSINE (USP MONOGRAPH)
para-tyrosine
l tyrosine
para Tyrosine
2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoate
2-amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-Propanoic acid
CAS-60-18-4
LEVODOPA IMPURITY B (EP IMPURITY)
Tyrosine, L isomer
Tyrosine, L-isomer
TYROSINE, (L)
L-Tyrosine (9CI)
4ts1
Tyrosine (USP/INN)
N-ACETYLTYROSINE IMPURITY A (EP IMPURITY)
LEVODOPA IMPURITY, L-TYROSINE-(USP IMPURITY)
LEVODOPA IMPURITY, L-TYROSINE-[USP IMPURITY]
NSC9973
ptyrosine
LpTyrosine
LTyrosine
-tyrosine
plovamer-acetate
(s)tyrosine
UNII-42HK56048U
L-Tyrosine High
2csm
Tyrosine, L
(L)-Tyrosine
(-) tyrosine
H-Tyr
L-Tyrosine,(S)
4HydroxyLphenylalanine
L-Tyrosine 7427
L-Tyrosine (Standard)
Tyrosine (L-Tyrosine)
L-Tyrosine (JP17)
L-Tyrosine (JP18)
TYROSINE [INCI]
LPhenylalanine, 4hydroxy
L-TYR-OH
L-Tyrosine High 7428
Tyrosine, L- (8CI)
.alpha.-Amino-.beta.-(4-hydroxyphenyl)propionic acid
Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs
beta(pHydroxyphenyl)alanine
bmse000051
CHEMBL925
SCHEMBL1581
L-[U-14C]Tyr
L-Phenylalanine-4-hydroxy-
L-Tyrosine non-animal source
GTPL4791
L-Tyrosine, >=97%, FG
L-Tyrosine - non-animal origin
DD69927C-C6A8-4BC6-8E9A-0AB423B176E7
BDBM18129
HY-N0473R
alphaAminophydroxyhydrocinnamic acid
HY-N0473
L2Amino3phydroxyphenylpropanoic acid
L-Tyrosine, Vetec(TM), 98.5%
Tox21_111594
s4608
()alphaAminophydroxyhydrocinnamic acid
AKOS010400205
IS_4-HYDROXYPHENYL-D4-ALANINE
Tox21_111594_1
CS-8013
DB00135
FT16024
alphaAminophydroxyhydrocinnamic acid, ()
(S)-3-(4-HYDROXYPHENYL)ALANINE
NCGC00159350-03
NCGC00344525-01
(S)alphaAmino4hydroxybenzenepropanoic acid
AC-11295
AS-11772
BP-13285
FT158659
L-Tyrosine, BioUltra, >=99.0% (NT)
alphaAminobeta(4hydroxyphenyl)propionic acid
DB-029987
DB-299342
L-Tyrosine, Free Base - CAS 60-18-4
2Amino3(4hydroxyphenyl)propanoic acid, (S)
alphaAmino4hydroxybenzenepropanoic acid, (S)
L-Tyrosine, reagent grade, >=98% (HPLC)
L-Tyrosine, SAJ special grade, >=99.0%
NS00001880
T0550
EN300-52629
Benzenepropanoic acid, alphaamino4hydroxy, (S)
C00082
D00022
D70837
L-Tyrosine, Vetec(TM) reagent grade, >=98%
M02963
propanoic acid, 2-amino-3-(p-hydroxyphenyl)-
Propanoic acid, 2amino3(4hydroxyphenyl), (S)
(2S)-2-amino-3-(4-hydroxyphenyl)propanoicacid
L-Tyrosine, Cell Culture Reagent (H-L-Tyr-OH)
(S)-.alpha.-Amino-4-hydroxybenzenepropanoic acid
(S)-2-amino-3-(4-hydroxy-phenyl)propanoic acid
2-Amino-3-(4-hydroxyphenyl)propanoic acid-(S)-
Q188017
Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-(S)-
BENZENEPROPANOIC ACID, ALPHA-AMINO-4-HYDROXY-,
LEVODOPA IMPURITY, L-TYROSINE- [USP IMPURITY]
Q27115106
Benzenepropanoic acid, .alpha.-amino-4-hydroxy-, (S)-
F8889-8713
L-Tyrosine, certified reference material, TraceCERT(R)
PROPANOIC ACID, 2-AMINO-3-(4-HYDROXYPHENYL)-,
Tyrosine, European Pharmacopoeia (EP) Reference Standard
Z756440046
L-Tyrosine, United States Pharmacopeia (USP) Reference Standard
Benzeneethanaminium,a-carboxy-4-hydroxy-N,N,N-trimethyl-,inner salt,(as)-
1189756-47-5
200-460-4
L-Tyrosine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, >=99.0%