D-Tyrosine

D-Tyrosine Basic information
Description References
Product Name:D-Tyrosine
Synonyms:PARAGOS 420536;H-D-Tyr-OH (D-Tyrosine;(R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid;D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine;D-α-AMino-p-hydroxyhydrocinnaMic acid;D-α-AMino-β-p-hydroxyphenyl propionic acid;D-4-Hydroxyphenyl-d4-alanine-d3;D-thyrosine
CAS:556-02-5
MF:C9H11NO3
MW:181.19
EINECS:209-112-6
Product Categories:Tyrosine [Tyr, Y];Amino Acids and Derivatives;Amino Acids Derivatives;alpha-Amino Acids;Biochemistry;Amino Acids and Derivatives;AMINO ACIDS;amino acid
Mol File:556-02-5.mol
D-Tyrosine Structure
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)
form Crystals or Powder
pka2.25±0.10(Predicted)
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
InChIKeyOUYCCCASQSFEME-UHFFFAOYSA-N
LogP-0.418 (est)
CAS DataBase Reference556-02-5(CAS DataBase Reference)
EPA Substance Registry SystemD-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 Information
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D-Tyrosine English
SigmaAldrich English
ACROS English
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D-Tyrosine Usage And Synthesis
DescriptionD-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.
Referenceshttps://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 Propertieswhite to off-white powder
UsesD-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.
UsesD-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin.
DefinitionChEBI: An optically active form of tyrosine having D-configuration.
D-Tyrosine Preparation Products And Raw materials
Raw materialsChloroacetyl chloride-->DL-Tyrosine
Preparation ProductsBOC-D-TYR(BZL)-OH-->H-3,5-DIBROMO-D-TYR-OH-->N,O-Di-BOC-D-tyrosine-->3-Bromo-D-Tyrosine
H-D-TYR-OME HCL D-DOPA H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH BOC-D-TYR-OME 3,5-Diiodo-D-thyronine N-tert-Butyloxycarbonyl-O-(2-bromobenzyloxycarbonyl)-D-tyrosine D-Thyroxine Z-D-TYR-OH BOC-D-TYR(2,6-DI-CL-BZL)-OH EC 2.6.1.2 L-Alanine TIMTEC-BB SBB006708 Fmoc-D-Tyr(tBu)-OH D-Thyroxine monosodium salt D-Tyrosine 3,3',5'-Triiodo-D-thyronine BOC-D-TYR(ET)-OH H-D-TYR(PO3H2)-OH

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