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05129

Sigma-Aldrich

L-Alanine

BioUltra, ≥99.5% (NT)

Synonym(s):

(S)-2-Aminopropionic acid, L-α-Aminopropionic acid

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About This Item

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:
329747639
NACRES:
NA.26

product line

BioUltra

Quality Level

200

assay

≥99.5% (NT)

form

powder or crystals

optical activity

[α]20/D +14.0±1.0°, c = 5% in 5 M HCl

impurities

insoluble matter, passes filter test
≤0.3% foreign amino acids

ign. residue

≤0.05%

loss

≤0.05% loss on drying, 20 °C (HV)

color

colorless to white

pH

5.5-7.0 (25 °C, 1 M in H2O)

mp

314.5 °C

solubility

H2O: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
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
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: ≤0.03
λ: 280 nm Amax: ≤0.02

application(s)

detection

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

Gene Information

human ... CA1(759) , CA2(760)

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Application


  • A Color Indicator Based on 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium Bromide (MTT) and a Biodegradable Poly(ester amide) for Detecting Bacterial Contamination.: This study developed a biodegradable poly(ester amide) containing L-Alanine used with MTT for the detection of bacterial contamination, highlighting its potential in health-related applications (Franco et al., 2024).

  • Randomized Trial to Assess the Safety and Tolerability of Daily Intake of an Allulose Amino Acid-Based Hydration Beverage in Men and Women.: Investigates the impact of a daily hydration beverage supplemented with L-Alanine among other amino acids on hydration and nutrient uptake in humans, emphasizing its safety and efficacy (Bloomer et al., 2024).

  • Comparison of methods for the NMR measurement of motionally averaged dipolar couplings.: This study utilizes L-Alanine samples to compare NMR methods for measuring dipolar couplings, contributing to the improvement of NMR spectroscopy techniques (Southern et al., 2024).

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.

Other Notes

Postulated salting-in effect on proteins; Growth requirement of a variety of microorganisms.

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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CRC Handbook of Microbiology, 4, 1-1 (1974)
Theory of protein solubility.
T Arakawa et al.
Methods in enzymology, 114, 49-77 (1985-01-01)
Mom Das et al.
Nucleic acids research, 42(6), 3943-3953 (2013-12-29)
Errors in protein synthesis due to mispairing of amino acids with tRNAs jeopardize cell viability. Several checkpoints to prevent formation of Ala- and Cys-tRNA(Pro) have been described, including the Ala-specific editing domain (INS) of most bacterial prolyl-tRNA synthetases (ProRSs) and
J M Rhoads et al.
Journal of pediatric gastroenterology and nutrition, 9(2), 225-231 (1989-08-01)
We studied sodium-dependent uptake of L-alanine into small intestinal brush border membrane vesicles (BBMV) isolated from piglets 40 h after infection with transmissible gastroenteritis (TGE) virus. Vesicles from TGE-infected pigs and uninfected litter-mate controls showed comparable degrees of enrichment and
Lillian L Siu et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(19), 2477-2484 (2013-05-22)
The antiepidermal growth factor receptor monoclonal antibody cetuximab has improved survival in patients with metastatic, chemotherapy-refractory, wild-type K-RAS colorectal cancer. The addition of brivanib, a tyrosine kinase inhibitor targeting vascular endothelial growth factor receptor and fibroblast growth factor receptor, to
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