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Merck
CN

05130

L-Alanine

≥99.0% (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:
Molecular Weight:
89.09
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-273-8
MDL number:
Beilstein/REAXYS Number:
1720248
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Quality Level

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 (SO42-): ≤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

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


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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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B. Koppenhoefer et al.
Synthesis, 316-316 (1982)
H. Kogen et al.
Journal of the Chemical Society. Chemical Communications, 311-311 (1987)
M. Narita et al.
Tetrahedron Letters, 23, 525-525 (1982)



Global Trade Item Number

SKUGTIN
E1012-100G-A04061837018411
E1012-5G-A04061833601310
E1012-500G-A04061837018428
05130-1KG04061838636980
05130-100G04061838636973
05130-1G-KC04061824069402
05130-25G04061838637093