(2R,3S)-2-amino-3-hydroxybutanoic acid

• ChemBase ID: 133859
• Molecular Formular: C4H9NO3
• Molecular Mass: 119.11916
• Monoisotopic Mass: 119.05824315
• SMILES: C[C@@H]([C@H](C(=O)O)N)O
• Canonical SMILES: C[C@@H]([C@H](C(=O)O)N)O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1
• InChIKey: AYFVYJQAPQTCCC-STHAYSLISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-amino-3-hydroxybutanoic acid
• IUPAC Traditional name: D-threonine
• Synonyms: (±)-2-Amino-3-hydroxybutyric acid; DL-Threonine; (2R,3S)-2-Amino-3-hydroxybutyric acid; D-α-Amino-β-hydroxybutyric acid; D-Threonine; (2R,3S)-2-Amino-3-hydroxybutanoic acid; H-D-Thr-OH; (±)-2-氨基-3-羟基丁酸; DL-苏氨酸; D-苏氨酸

Database IDs

• CAS Number: 80-68-2; 632-20-2
• EC Number: 201-300-6; 211-171-8
• MDL Number: MFCD00064269; MFCD00063722
• Beilstein Number: 1721647; 1721643
• PubChem SID: 24899977; 24900513; 162228136; 24900522
• PubChem CID: 69435

CALCULATED PROPERTIES

• Acid pKa: 2.207432
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.4708102
• LogD (pH = 7.4): -3.4806278
• Log P: -3.4709635
• Molar Refractivity: 26.4598 cm^3
• Polarizability: 10.868561 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 244 °C (dec.)(lit.); ca 274°C dec.
• Optical Rotation: [α]20/D +29±1°, c = 5% in H2O; +29 (c=5 in water)

Safety Information

• RTECS: XO8580000
• German water hazard class: 1
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (TLC); ≥95.0% (HPLC); ≥98% (TLC); ≥99.0% (NT); 97%; 98%; 99%
• Grade: puriss.; purum
• Suitability: suitable for cell culture; suitable for insect cell culture
• Impurities: ≤0.5% allothreonine; ≤5% allothreonine
• Product Line: BioReagent
• Linear Formula: CH3CH(OH)CH(NH2)COOH
• Empirical Formula (Hill Notation): C4H9NO3

DETAILS

Sigma Aldrich - T1520

Application
For use in insect and mammalian cell culture applications where the pure L-form is not required.
General description
L-Threonine is an essential proteinogenic amino acid incorporated into proteins as directed by the genetic code. Threonine is a polar amino acid with a hydroxyl containing R-group that can participate in glycosylation reactions.
Suitability
This DL-Threonine has been qualified for use in animal and insect cell culture applications.

Sigma Aldrich - T8250

包装
5, 25, 100 g in poly bottle

Sigma Aldrich - T8375

Packaging
1 kg in poly bottle
100 g in poly bottle

REFERENCES

• For conversion to enantiomerically pure 1,3-butanediol, see: Synth. Commun ., 21, 2295 (1991).