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A7094

Sigma-Aldrich

L-Asparagine monohydrate

≥98.0%, suitable for cell culture, BioReagent, non-animal source

Synonym(s):

Asparagine monohydrate, (S)-(+)-2-Aminosuccinamic acid, (S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide

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About This Item

Linear Formula:
NH2COCH2CH(NH2)COOH · H2O
CAS Number:
5794-13-8
Molecular Weight:
150.13
Beilstein/REAXYS Number:
1723527
EC Number:
200-735-9
MDL number:
MFCD00151038
UNSPSC Code:
12352209
PubChem Substance ID:
24891175
NACRES:
NA.26

product name

L-Asparagine monohydrate, from non-animal source, BioReagent, suitable for cell culture, ≥98.0%

biological source

non-animal source

Quality Level

300

product line

BioReagent

assay

≥98.0%

form

powder

optical activity

[α]20/D 33.0 to 36.3 °, c = 10 in 6 M HCl

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

233-235 °C (lit.)

solubility

H2O: 20 mg/mL

cation traces

Fe: ≤10 ppm
heavy metals (as Pb): ≤10 ppm
<0.1% (Ammonia (NH3))

functional group

amide
amine
carboxylic acid

storage temp.

room temp

SMILES string

[H]O[H].N[C@@H](CC(N)=O)C(O)=O

InChI

1S/C4H8N2O3.H2O/c5-2(4(8)9)1-3(6)7;/h2H,1,5H2,(H2,6,7)(H,8,9);1H2/t2-;/m0./s1

InChI key

RBMGJIZCEWRQES-DKWTVANSSA-N

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General description

L-Asparagine is a naturally occurring amino acid found in various proteins. It is used in laboratory research for various applications, including cell culture, protein biochemistry, and nitrogen metabolism studies. Its solubility in water and role as a source of asparagine make it a versatile tool for investigating biological processes and chemical synthesis. Further, L-Asparagine residues in proteins can be crucial for protein stability, folding, and interactions.

Application

L-Asparagine is used in cell culture media and is a component of MEM non-essential amino acids solution. L-Asparagine has been shown to enhance ornithine decarboxylase activity in cultured human colon adenocarcinoma Caco-2 cells and in cultured IEC-6 intestinal epithelial cells. Spore germination in Bacillus subtilis has been increased in the presence of L-asparagine. L-Asparagine, a proteinogenic amino acid, from non-animal source is used in biomanufacturing cell culture systems for the production of therapeutic recombinant proteins and monoclonal antibodies. It has also been used as a component of LHC basal media for the culture of human airway epithelial cells.

Biochem/physiol Actions

The amino acid L-asparagine is a structural analog of L-aspartic acid, where the side chain of the carboxylic acid moiety is amidated to give a terminal amine group. This renders L-asparagine neutral at physiological pH. The amide group of asparagine is derived from glutamine, in the reaction of aspartate and glutamine in the presence of ATP to yield asparagine and glutamate. In vivo, asparagine is hydrolyzed to aspartate and NH4+ by asparaginase. Asparagine is also an important amino acid in glycopeptide bonds, via N-glycosyl linkages to the sugar rings.

Features and Benefits

  • Suitable for Cell Culture and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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Handbook of Chem-ical Neu-roanatomy (2014)
Methods in Molecular Medicine, 107 null
Stryer L
Biochemistry (2002)
S R Heller et al.
Journal of biotechnology, 145(4), 334-340 (2010-01-14)
Human prolactin (hPRL) is a 199 aminoacid protein hormone with a wide spectrum of biological activities which is best known for its stimulation of lactation and development of mammary gland. This protein contains only one potential asparagine-linked glycosylation site, which
T Berg et al.
Molecular genetics and metabolism, 73(1), 18-29 (2001-05-15)
Lysosomal alpha-mannosidase (EC 3.2.1.24) is required in the degradation of the asparagine-linked carbohydrates of glycoproteins. Deficiency of this enzyme leads to the lysosomal storage disorder alpha-mannosidosis. As an initial step toward enzyme replacement therapy for alpha-mannosidosis, the human lysosomal alpha-mannosidase
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