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556-02-5

556-02-5 Structure

556-02-5 Structure
IdentificationMore
[Name]

D-Tyrosine
[CAS]

556-02-5
[Synonyms]

3-(4-HYDROXYPHENYL)-D-ALANINE
D-3-(4-HYDROXYPHENYL)ALANINE
D-TYR
D(+)-TYROSINE
D-TYROSINE
H-D-TYR-OH
(R)-2-AMINO-3-(4-HYDROXYPHENYL)PROPIONIC ACID
(R)-(+)-3-(4-HYDROXYPHENYL)-D-ALANINE
RARECHEM AB PP 1343
(R)-(+)-TYROSINE
TYROSINE, D-
D-TYROSINE, 99% (99% EE/GLC)
D(+)-TYROSINE 99%
D-Tyrosine98%
TYROSINE, D-(RG)
D-THREONINOL
D-TYROSINE extrapure
(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine
D-β-(p-hydroxyphenyl) alanine
(2R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid
[EINECS(EC#)]

209-112-6
[Molecular Formula]

C9H11NO3
[MDL Number]

MFCD00063073
[Molecular Weight]

181.19
[MOL File]

556-02-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to off-white powder
[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
[pka]

2.25±0.10(Predicted)
[color ]

White to off-white
[Optical Rotation]

[α]20/D +10.3°, c = 5 in 1 M HCl
[Water Solubility ]

SOLUBLE
[Merck ]

14,9839
[BRN ]

2212157
[Major Application]

peptide synthesis
[Cosmetics Ingredients Functions]

FRAGRANCE
HAIR CONDITIONING
ANTISTATIC
SKIN CONDITIONING
[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
[InChIKey]

OUYCCCASQSFEME-UHFFFAOYSA-N
[SMILES]

N[C@H](Cc1ccc(O)cc1)C(O)=O
[LogP]

-0.418 (est)
[CAS DataBase Reference]

556-02-5(CAS DataBase Reference)
[EPA Substance Registry System]

556-02-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[TSCA ]

Yes
[HS Code ]

29225000
[Storage Class]

13 - Non Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Chloroacetyl chloride-->DL-Tyrosine
[Preparation Products]

Boc-D-Tyr(Bzl)-OH-->H-3,5-dibromo-D-Tyr-OH-->N,O-Di-BOC-D-tyrosine-->3-Bromo-D-Tyrosine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

D-Tyrosine(556-02-5).msds
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[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.
[Definition]

ChEBI: An optically active form of tyrosine having D-configuration.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

D-Tyrosine(556-02-5)1HNMR
D-Tyrosine(556-02-5)13CNMR
D-Tyrosine(556-02-5)IR1
D-Tyrosine(556-02-5)IR2
D-Tyrosine(556-02-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D-Tyrosine, 98%(556-02-5)
[Alfa Aesar]

D-Tyrosine, 99%(556-02-5)
[Sigma Aldrich]

556-02-5(sigmaaldrich)
[TCI AMERICA]

D-Tyrosine,>98.0%(T)(556-02-5)
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