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492876

Sigma-Aldrich

L-Alanine-12C3

99.9 atom % 12C

Linear Formula:
12CH312CH(NH2)12CO2H
CAS Number:
Molecular Weight:
89.06
Beilstein:
1720248
EC Number:
MDL number:
PubChem Substance ID:

Note: This product can be packaged on demand. For information on pricing, availability and packaging of custom sizes, please contact Stable Isotopes Customer Service

Quality Level

description

13C-depleted

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 Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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)
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...
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...
Elaine C Lima de Souza et al.
Endocrinology, 154(5), 1948-1955 (2013-04-03)
The thyroid hormone (TH) transporter monocarboxylate transporter 8 (MCT8) is crucial for brain development as demonstrated by the severe psychomotor retardation in patients with MCT8 mutations. MCT8 contains 10 residues of the reactive amino acid cysteine (Cys) whose functional roles...

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