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A7469

Sigma-Aldrich

L-Alanine

from non-animal source, meets EP, USP testing specifications, suitable for cell culture, 98.5-101.0%

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Synonym(s):
(S)-2-Aminopropionic acid, L-α-Aminopropionic acid
Empirical Formula (Hill Notation):
C3H7NO2
CAS Number:
56-41-7
Molecular Weight:
89.09
Beilstein:
1720248
EC Number:
200-273-8
MDL number:
MFCD00064410
eCl@ss:
32160406
PubChem Substance ID:
24891241
NACRES:
NA.26

biological source

non-animal source

Quality Level

200

Agency

meets EP testing specifications
meets USP testing specifications

product line

BioXtra

Assay

98.5-101.0%

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

solubility

H2O: 100 mg/mL

application(s)

peptide synthesis
pharmaceutical (small molecule)

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

Gene Information

human ... CA1(759) , CA2(760)

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Application

L-Alanine has been used for tissue culture technique as a media component. It has been used as a media component for the growth of adult mouse keratinocytes.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Amino acids: metabolism, functions, and nutrition
Guoyao Wu
Amino Acids, 37(1) (2009)
A primary culture technique of adult retina for regeneration studies on adult CNS neurons
Alexandra Kretz
Nature Protocols, 131-140 (2007)
Alanine and Glutamine Synthesis and Release from Skeletal
Muscle
ALAN J. GARBER
The Journal of Biological Chemistry, 251(3) (1976)
Serial Cultivation of Primary Adult Murine Keratinocytes
Richard P. Redvers and Pritinder Kaur
Methods in Molecular Biology, 15-22 (2005)
Muscle alanine synthesis and hepatic gluconeogenesis
Snell K
Biochemical Society Transactions, 8(2), 205-213 (1980)
View All Related Papers

Articles

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Glutamine Metabolism is Dysregulated in Many Cancer Cells

Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

Chromatograms

application for HPLC

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