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

• ChemBase ID: 135727
• Molecular Formular: C9H11NO2
• Molecular Mass: 171.14506903
• Monoisotopic Mass: 171.09910763
• SMILES: [13cH]1[13cH][13cH][13c]([13cH][13cH]1)C[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)C[13c]1[13cH][13cH][13cH][13cH][13cH]1
• InChI: InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1/i1+1,2+1,3+1,4+1,5+1,7+1
• InChIKey: COLNVLDHVKWLRT-KILZIXFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• Synonyms: L-Phenyl-13C6-alanine; (2S)-2-Amino-3-phenylpropanoic Acid-13C6; (S)-(-)-Phenylalanine-13C6; (S)-α-Amino-β-phenylpropionic Acid-13C6; (S)-α-Aminohydrocinnamic Acid-13C6; (S)-α-Amino-benzenepropanoic Acid-13C6; L-Phenylalanine-13C6; L-苯基-13C6-丙氨酸

Database IDs

• MDL Number: MFCD00144663
• PubChem SID: 162230000
• PubChem CID: 71309396

CALCULATED PROPERTIES

• Acid pKa: 2.4692297
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1845678
• LogD (pH = 7.4): -1.1878599
• Log P: -1.1844385
• Molar Refractivity: 45.1163 cm^3
• Polarizability: 17.887253 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 269-272°C; 270-275 °C (dec.)(lit.)
• Optical Rotation: [α]25/D -33.0°, c = 1 in H2O
• Mass Shift: M+6

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Isotopic Purity: 99 atom % 13C
• Suitability: S & P tested
• Mol. Weight: mol wt 171.09 by atom % calculation
• Linear Formula: 13C6H5CH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - 604879

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 - 660884

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.

Toronto Research Chemicals - P319417

Labelled analogue of L-Phenylalanine, an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and further converted into dopamine, norepinephrine,

REFERENCES

• Hollunger, G. et al.: Acta Pharmacol. Toxicol., 34, 391 (1974)
• Bagchi, S.P. et al.: Biochem. Pharmacol., 26, 900 (1974)