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Merck
CN

A7094

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
NACRES:
NA.26
PubChem Substance ID:
24891175
UNSPSC Code:
12352209
EC Number:
200-735-9
MDL number:
MFCD00151038
Beilstein/REAXYS Number:
1723527

Key Documents

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Product Name

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

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

SMILES string

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

biological source

non-animal source

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

Quality Level

300

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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

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.

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000515785
0000515785
0000509309
0000509309
0000466813

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Handbook of Chem-ical Neu-roanatomy (2014)
Methods in Molecular Medicine, 107 null
G B Nyberg et al.
Biotechnology and bioengineering, 62(3), 336-347 (1999-04-01)
Asparagine linked (N-linked) glycosylation is an important modification of recombinant proteins, because the attached oligosaccharide chains can significantly alter protein properties. Potential glycosylation sites are not always occupied with oligosaccharide, and site occupancy can change with the culture environment. To
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
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
View All Related Papers

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