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Merck
CN

492876

L-Alanine-12C3

99.9 atom % 12C

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About This Item

Linear Formula:
12CH312CH(NH2)12CO2H
CAS Number:
Molecular Weight:
89.06
EC Number:
200-273-8
UNSPSC Code:
12352209
PubChem Substance ID:
Beilstein/REAXYS Number:
1720248
MDL number:
Isotopic purity:
99.9 atom % 12C
Mass shift:
depleted


description

13C-depleted

Quality Level

isotopic purity

99.9 atom % 12C

optical activity

[α]25/D +14.5°, c = 2 in 1 M HCl

availability

available only in Japan

mp

314.5 °C (dec.) (lit.)

mass shift

depleted

SMILES string

[12CH3][12C@H](N)[12C](O)=O

InChI

1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1/i1+0,2+0,3+0

InChI key

QNAYBMKLOCPYGJ-BWIFZRRMSA-N

Biochem/physiol Actions

L-Alanine is a nonessential amino acid, which is highly concentrated in muscle. It is a key player in the Glucose-Alanine cycle, which enables the removal of pyruvate and glutamate from muscle to the liver. Once in the liver, glucose is regenerated from pyruvate and returned to the muscle while glutamate ultimately participates in the urea cycle to form urea. The Glucose-Alanine cycle aides to conserve ATP in muscle for muscle contraction, while the energy burden of gluconeogenesis is imposed upon the liver. Alanine inhibits pyruvate kinase to regulate gluconeogenesis and glycolysis in order to maintain glucose homeostasis during starvation. Alanine prevents hepatic autophagy. Alanine formation is a result of transamination of glutamate and pyruvate.

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.


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Alanine and glutamine synthesis and release from skeletal muscle. II. The precursor role of amino acids in alanine and glutamine synthesis.
Garber A J, et al.
The Journal of Biological Chemistry, 251(3), 836-843 (1976)
Muscle alanine synthesis and hepatic gluconeogenesis
Snell K
Biochemical Society Transactions, 8(2), 205-213 (1980)
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