Basic information
- CAS
556-02-5- Standard SMILES
[NH3+][C@H](Cc1ccc(O)cc1)C(=O)[O-]- InChIKey
OUYCCCASQSFEME-MRVPVSSYSA-N- Molecular formula
- C9H11NO3
- Average molar mass
- 181.19 g/mol
- Monoisotopic mass
- 181.07389321
Overview
D-tyrosine zwitterion is a D-alpha-amino acid zwitterion that is D-tyrosine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3. It is a tautomer of a D-tyrosine.
Names & identifiers
- Preferred name
- (2R)-2-ammonio-3-(4-hydroxyphenyl)propanoate
- IUPAC
- (2R)-2-azaniumyl-3-(4-hydroxyphenyl)propanoate
- English name
- D-Tyrosine
- Molecular formula
- C9H11NO3
- Molecular weight
- 181.19
Names & synonyms
D-tyrosine zwitterionCHEBI:58570(2R)-2-ammonio-3-(4-hydroxyphenyl)propanoateD-TYRH-D-TYR-OHD-Tyr-OHD-THREONINOLD(+)-TYROSINED-TYROSINED-thyrosineTYROSINE, D-D-p-Tyrosine
Show more names
D-Tyrosine98%
Database identifiers
- CAS
556-02-5- PubChem CID
- 6919035
- ChEBI
CHEBI:58570
Properties
Computed structural properties
- XLogP
- -1.6
- Topological polar surface area
- 88 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 170
Physicochemical properties
- Melting point
- 300 °C · >300 °C (lit.)
- alpha
- 11.3 · 11.3 º (c=5, 1N HCl)
- Boiling point
- 314.29 °C · 314.29°C (rough estimate)
- Density
- 1.2375 · 1.2375 (rough estimate)
- refractive index
- 11.2 ° · 11.2 ° (C=5, 1mol/L HCl)
- storage temp.
- Store at RT.
- solubility
- Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly)
- pka
- 2.25 · 2.25±0.10(Predicted)
- form
- Crystals or Powder
- color
- White to off-white
- optical activity
- 20 · [α]20/D +10.3°, c = 5 in 1 M HCl
- Water Solubility
- SOLUBLE
- Merck
- 14 · 14,9839
- BRN
- 2212157 · 2212157
- Major Application
- peptide synthesis
- Cosmetics Ingredients Functions
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29225000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
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.
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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