D-Tyrosine Chemical Properties

Melting point:

>300 °C (lit.)

alpha 

11.3 º (c=5, 1N HCl)

Boiling point:

314.29°C (rough estimate)

Density 

1.2375 (rough estimate)

refractive index 

11.2 ° (C=5, 1mol/L HCl)

storage temp. 

Store at RT.

solubility 

Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly)

pka

2.25±0.10(Predicted)

form 

Crystals or Powder

color 

White to off-white

optical activity

[α]20/D +10.3°, c = 5 in 1 M HCl

Water Solubility 

SOLUBLE

Merck 

14,9839

BRN 

2212157

InChIKey

OUYCCCASQSFEME-UHFFFAOYSA-N

LogP

-0.418 (est)

CAS DataBase Reference

556-02-5(CAS DataBase Reference)

EPA Substance Registry System

D-Tyrosine (556-02-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29225000

MSDS

• Language:English Provider:D-Tyrosine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

D-Tyrosine Usage And Synthesis

Description

D-tyrosine is the D-form amino acid of tyrosine. It is a non-essential amino acid. In animals, it can be de novo synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid, hormones and melanin. Specially, study has shown that it can be taken s a chiral precusor to potent inhibitors of human Nonpancreatic secretory phospholipase A 2(IIa) with strong anti-inflammatory activity. It can also be used as a starting material for the preparation of anisomycin.

References

https://pubchem.ncbi.nlm.nih.gov/compound/D-tyrosine#section=Top
Dr, Karl A. Hansford, et al. "D -Tyrosine as a Chiral Precusor to Potent Inhibitors of Human Nonpancreatic Secretory Phospholipase A 2, (IIa) with Anti-inflammatory Activity." Chembiochem 4.2-3(2003):181.
Jegham, Samir, and B. C. Das. "A new synthesis of (−)-anisomycin or (+)-anisomycin starting from D-tyrosine or L-tyrosine." Tetrahedron Letters 29.35(1988):4419-4422.

Chemical Properties

white to off-white powder

Uses

D-Tyrosine, the stereoisomer to L-Tyrosine (T899975), is an amino acid used in various organic syntheses for antibiotics. It is used in the synthesis of (-)-anisomycin, as well as BATSI (boronic acid transition state inhibitors) which act on β-lactamases. It has also been studied as an inhibitor of microbial growth on surfaces, reducing microbial attachment to hydrophillic glass and hydrophobic po lypropylene surfaces.

Uses

D-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin.

Definition

ChEBI: D-tyrosine is an optically active form of tyrosine having D-configuration. It has a role as an Escherichia coli metabolite. It is a tyrosine and a D-alpha-amino acid. It is a conjugate base of a D-tyrosinium. It is a conjugate acid of a D-tyrosinate(1-). It is an enantiomer of a L-tyrosine. It is a tautomer of a D-tyrosine zwitterion.

benefits

D-Tyrosine, as a dietary supplement, has the potential to enhance cognitive function, improve mood, and support overall mental health. It is also used in the synthesis of various important biomolecules, including melanin, which is essential for skin and hair pigmentation.

reaction suitability

reaction type: solution phase peptide synthesis

D-Tyrosine(556-02-5)Related Product Information

• H-D-TYR-OME HCL
• EC 2.6.1.2
• H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH
• L-Alanine
• L-Tyrosine
• TYROSINASE
• D-Alanine
• Phenprobamate
• Boc-D-Tyr-OH
• N-Butylsulfonyl-O-(4-(4-pyridinyl)butyl)-L-tyrosine
• TIROFIBAN HYDROCHLORIDE MONOHYDRATE
• 4-(4-Piperidyl)-1-butanol
• Tirofiban IMpurity (4,4'-Dipyridyl-1,5-Pentane)
• 1-Butanesulfonyl chloride
• 2-butyl-4-methylpyridine
• L-N-BUTYLSULFONYL-P-HYDROXYPHENYLALANINE
• 1-Methylethyl 1-butanesulfonate
• 4,4'-Dimethyl-2,2'-bipyridyl