A7094

Sigma-Aldrich

L-Asparagine monohydrate

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

Synonym(s):
(S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide, (S)-(+)-2-Aminosuccinamic acid
Linear Formula:
NH2COCH2CH(NH2)COOH · H2O
CAS Number:
Molecular Weight:
150.13
Beilstein/REAXYS Number:
1723527
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

biological source

non-animal source

product line

BioReagent

assay

≥98.0%

form

powder

application(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

233-235 °C (lit.)

solubility

H2O: 20 mg/mL

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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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.

Packaging

25, 100 g in poly bottle
1 kg in poly bottle

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Methods in Molecular Medicine, 107 null
Handbook of Chem-ical Neu-roanatomy (2014)
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...
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...

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