05130

L-Alanine

≥99.0% (NT)

• Synonym(s): (S)-2-Aminopropionic acid, L-α-Aminopropionic acid
• Empirical Formula (Hill Notation): C₃H₇NO₂
• CAS Number: 56-41-7
• Molecular Weight: 89.09
• Beilstein/REAXYS Number: 1720248
• EC Number: 200-273-8
• MDL number: MFCD00064410
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 329747640
• NACRES: NA.26

Properties

• assay: ≥99.0% (NT)
• form: powder or crystals
• optical activity: [α]20/D +14.0±1°, c = 5% in 5 M HCl
• impurities: ≤0.3% foreign amino acids
• ign. residue: ≤0.1% (as SO₄)
• loss: ≤0.1% loss on drying, 110 °C
• color: colorless to white
• mp: 314.5 °C
• solubility: H₂O: soluble 89.1 g/l at 20 degrees c; diethyl ether: insoluble; ethanol: soluble (cold 80%)
• anion traces: chloride (Cl^-): ≤50 mg/kg; sulfate (SO₄^2-): ≤50 mg/kg
• cation traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; NH₄⁺: ≤100 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• application(s): detection; peptide synthesis
• SMILES string: C[C@H](N)C(O)=O
• InChI: 1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
• Inchi Key: QNAYBMKLOCPYGJ-REOHCLBHSA-N

Description

Application

L-Alanine is used as a standard to determine absolute concentration of a protein within a mixture of other proteins measured with SI traceability.

Biochem/physiol Actions

Alanine is a nonessential amino acid that plays a key role in the glucose-alanine cycle between muscle tissue and the liver. In amino acid-degrading tissues such as muscle, amino groups are pooled as glutamate by transamination reactions. The amino group of glutamate is transferred to pyruvate via alanine aminotransferase, forming alanine and α-ketoglutarate. The alanine is passed into the blood and transported to the liver. This reaction is reversed in the liver where pyruvate can be used in gluconeogenesis to form glucose, which may return to other tissues through the circulatory system. Increased alanine levels correlate with higher blood pressure, energy intake, cholesterol levels, and body mass index.

L-alanine has the ability to promote the expression of ferritin and antioxidant stress proteins, heme oxygenase-1 (HO-1).

Preparation Note

L-Alanine completely dissolves in water at a concentration of 89.1 g/l at 20°C to yield solution. It is also soluble in 80% ethanol and insoluble in ether.

Other Notes

Preparation of 2-chloropropionic acid; Reduction of derivatives to the aldehyde

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)