A8381

Sigma-Aldrich

L-Asparagine monohydrate

≥99% (TLC)

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:
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

assay

≥99% (TLC)

form

powder

application(s)

cell analysis: suitable
peptide synthesis: suitable

color

white to off-white

mp

233-235 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

General description

Asparagine biosynthesis is catalyzed by glutamine-dependent asparagine synthetase in mammalian tissues. Elevated levels of free asparagine is observed in plants facing stress in the form of drought or high salt. It is also present in senescing leaves and germinating seeds.

Application

L-Asparagine monohydrate has been used:
  • as a component of Sauton′s and chelated Sauton′s media for mycobacterial growth
  • to test its effect in the induction of Ca2+ flux in rice roots using aequorin luminescence imaging
  • as a component of fermentation medium for the Blakeslea trispora spores

Packaging

100 g in poly bottle
1 kg in poly bottle

Biochem/physiol Actions

Asparagine has high nitrogen to carbon ratio and is a key regulator for nitrogen storage and transport. Its thermal degradation in the presence of sugars leads to the acrylamide formation in foods. Asparagine serves as an amino acid exchange factor and is essential for amino acid homeostasis. It favors cancer cell proliferation.
L-Asparagine, a proteinogenic amino acid, is used in biomanufacturing cell culture systems for the production of therapeutic recombinant proteins and monoclonal antibodies and in cell culture based research.

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

Asparagine Synthesis
The Enzymes, 10, 561-580 (1974)
Heterologous expression and functional analysis of rice GLUTAMATE RECEPTOR-LIKE family indicates its role in glutamate triggered calcium flux in rice roots
Ni J, et al.
Rice (New York, N.Y.), 9(1), 9-9 (2016)
Asparagine in plants
Lea PJ, et al.
The Annals of applied biology, 150(1), 1-26 (2007)
Asparagine promotes cancer cell proliferation through use as an amino acid exchange factor
Krall AS, et al.
Nature Communications, 7(1), 11457-11457 (2016)
Analysis of Mycobacterial Protein Secretion
Mehra A and Philips JA
Bio-protocol, 4(12), 11457-11457 (2014)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.