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A0884

Sigma-Aldrich

L-Asparagine

≥98% (HPLC)

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:
Molecular Weight:
132.12
Beilstein:
1723527
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

L-Asparagine, ≥98% (HPLC)

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.

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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Release of free amino acids upon oxidation of peptides and proteins by hydroxyl radicals
Analytical and Bioanalytical Chemistry (2017)
Volker F. Wendisch
Amino Acid Biosynthesis ? Pathways, Regulation and Metabolic Engineering (2007)
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
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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