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A0884

Sigma-Aldrich

L-Asparagine

≥98% (HPLC)

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Synonym(s):
(S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide
Linear Formula:
H2NCOCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
132.12
Beilstein:
1723527
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white

mp

235 °C (dec.) (lit.)

application(s)

detection

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 has been used:
  • to identify and quantify free amino acids released upon oxidation of proteins and peptides by hydroxyl radicals
  • to study the effects of amino acids in promoting food consumption in Drosophila melanogaster
  • to study non-enzymatic gluconeogenesis

Biochem/physiol Actions

L-asparagine is an uncharged derivative of aspartate. It possesses a polar side chain and is a non-essential amino acid.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nonenzymatic gluconeogenesis-like formation of
fructose 1,6-bisphosphate in ice
Christoph B. Messner
Proceedings of the National Academy of Sciences of the USA, 114 null
Volker F. Wendisch
Amino Acid Biosynthesis ? Pathways, Regulation and Metabolic Engineering (2007)
Release of free amino acids upon oxidation of peptides and proteins by hydroxyl radicals
Analytical and Bioanalytical Chemistry (2017)
Stryer L
Biochemistry (2002)
An internal sensor detects dietary amino acids and promotes food consumption in Drosophila
Zhe Yang
Nature (2017)

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