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A4159

Sigma-Aldrich

L-Asparagine

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

Synonym(s):

(S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide

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About This Item

Linear Formula:
H2NCOCH2CH(NH2)CO2H
CAS Number:
70-47-3
Molecular Weight:
132.12
Beilstein/REAXYS Number:
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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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)
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)
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)
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
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Chromatograms

application for HPLC

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