(2S)-2-amino-3-[4-hydroxy(1,2,3,4,5,6-13C6)phenyl]propanoic acid

• ChemBase ID: 136073
• Molecular Formular: C9H11NO3
• Molecular Mass: 187.14446903
• Monoisotopic Mass: 187.09402225
• SMILES: [13cH]1[13cH][13c]([13cH][13cH][13c]1C[C@@H](C(=O)O)N)O
• Canonical SMILES: OC(=O)[C@H](C[13c]1[13cH][13cH][13c]([13cH][13cH]1)O)N
• InChI: 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-/m0/s1/i1+1,2+1,3+1,4+1,6+1,7+1
• InChIKey: OUYCCCASQSFEME-HXCZJXEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• Synonyms: L-4-Hydroxyphenyl-13C6-alanine; L-Tyrosine-(phenyl-13C6); SILAC Amino Acid; (-)-α-Amino-p-hydroxyhydrocinnamic Acid-13C6; Therigon-13C6; p-Tyrosine-13C6; (2S)-2-Amino-3-(4-hydroxyphenyl)propanoic Acid-13C6; (S)-2-Amino-3-(4-hydroxyphenyl)propanoic Acid-13C6; (S)-Tyrosine-13C6; (S)-α-Amino-4-hydroxybenzenepropanoic Acid-13C6; L-(-)-Tyrosine-13C6; NSC 82624-13C6; NSC 9973-13C6; L-Tyrosine-13C6; L-4-羟基苯基-13C6-丙氨酸; L-酪氨酸-苯基-13C6

Database IDs

• CAS Number: 201595-63-3
• MDL Number: MFCD00144697
• PubChem SID: 24872354; 162230344
• PubChem CID: 12144755

CALCULATED PROPERTIES

• Acid pKa: 1.9998473
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4884841
• LogD (pH = 7.4): -1.495157
• Log P: -1.488594
• Molar Refractivity: 47.0972 cm^3
• Polarizability: 18.512522 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Acid
• Apperance: White Solid
• Melting Point: >300 °C (dec.)(lit.); 276-278°C (dec.)
• Optical Rotation: [α]25/D -12.0°, c = 1 in 1 M HCl
• Mass Shift: M+6

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3

Product Information

• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 187.14 by atom % calculation
• Linear Formula: 4-(HO)13C6H4CH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - 660752

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Sigma Aldrich - 489794

Packaging
100 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - T899977

Labelled analogue of L-Tyrosine, one of the 22 proteinogenic amino acids that are used by cells to synthesize proteins. L-Tyrosine is biologically converted from L-phenylalanine and is in turn is converted to L-DOPA and further converted into the neurotra

REFERENCES

• Rasmussen D.D. et al.: J. Clin. Endocrinol. Metab., 57, 760 (1983)
• Bagchi, S.P. et al.: Biochem. Pharmacol., 26, 900 (1983)