All Photos(1)
Linear Formula:
12CH312CH(NH2)12CO2H
CAS Number:
Molecular Weight:
89.06
Beilstein:
1720248
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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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
Related Categories
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
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WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Certificates of Analysis (COA)
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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)
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
Rachelle S Doody et al.
The New England journal of medicine, 369(4), 341-350 (2013-07-26)
Alzheimer's disease is characterized by the presence of cortical amyloid-beta (Aβ) protein plaques, which result from the sequential action of β-secretase and γ-secretase on amyloid precursor protein. Semagacestat is a small-molecule γ-secretase inhibitor that was developed as a potential treatment
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
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