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A4159

Sigma-Aldrich

L-Asparagine

BioReagent, suitable for cell culture, suitable for insect cell culture

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Synonym(s):
(S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide
Linear Formula:
H2NCOCH2CH(NH2)CO2H
CAS Number:
70-47-3
Molecular Weight:
132.12
Beilstein:
1723527
EC Number:
200-735-9
MDL number:
MFCD00064401
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24890831
NACRES:
NA.75

product line

BioReagent

Quality Level

400

Assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

color

white

mp

235 °C (dec.) (lit.)

application(s)

agriculture

SMILES string

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

InChI

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

InChI key

DCXYFEDJOCDNAF-REOHCLBHSA-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.
An isoxazoline RGD mimic platelet GPIIb/IIIa antagonist has been prepared by chiral synthesis with L-asparagine as a starting material. L-Asparagine has been utilized in the synthesis of 4-azalysine building blocks for application to combinatorial chemistry.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The enantiospecific synthesis of an isoxazoline. A RGD mimic platelet GPIIb/IIIa antagonist.
Zhang L. H., et al.
The Journal of Organic Chemistry, 62, 2466-270 (1997)
Effects of overexpression of nutrient receptors on germination of spores of Bacillus subtilis
Cabrera-Martinez, R. M., et al.
Journal of Bacteriology, 185, 2457-264 (2003)
Homochiral 4-azalysine building blocks: syntheses and applications in solid-phase chemistry
Chhabra, S. R., et al.
The Journal of Organic Chemistry, 67, 4017-4029 (2002)
Ghulam Raza et al.
Plants (Basel, Switzerland), 9(1) (2019-12-29)
The efficient regeneration of plants from commercial genotypes is a pre-requisite for successful genetic transformation, to apply modern crop improvement techniques such as CRISPR-based genome editing. Plant regeneration through the somatic embryogenesis pathway offers an advantage over the organogenesis approach
Increased translation efficiency and antizyme-dependent stabilization of ornithine decarboxylase in amino acidsupplemented human colon adenocarcinoma cells, Caco-2.
Chabanon, H., et al.
The Biochemical Journal, 348 (Pt 2), 401-408 (2000)
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Chromatograms

application for HPLC

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