A4159

L-Asparagine

Name: <SC>L</SC>-Asparagine
Brand: SIGMA

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

NACRES:

NA.75

PubChem Substance ID:

24890831

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

200-735-9

MDL number:

MFCD00064401

Beilstein/REAXYS Number:

1723527

Product Name

L-Asparagine, BioReagent, suitable for cell culture, suitable for insect cell culture

SMILES string

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

InChI key

DCXYFEDJOCDNAF-REOHCLBHSA-N

InChI

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

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

Quality Level

400

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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

Somatic Embryogenesis and Plant Regeneration from Commercial Soybean Cultivars.

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

Interaction of asparagine and EGF in the regulation of ornithine decarboxylase in IEC-6 cells

Ray, R. M., et al.

The American Journal of Physiology, 276 (3 Pt 1), G773-G780 null

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