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Formule linéaire :
12CH312CH(NH2)12CO2H
Numéro CAS:
Poids moléculaire :
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
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L-Alanine-12C3, 99.9 atom % 12C
InChI key
QNAYBMKLOCPYGJ-BWIFZRRMSA-N
InChI
1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1/i1+0,2+0,3+0
SMILES string
[12CH3][12C@H](N)[12C](O)=O
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
Quality Level
Catégories apparentées
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.
Classe de stockage
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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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.
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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
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
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