Structure

L-Asparagine monohydrate

CAS
5794-13-8
Catalog Number
ACM5794138
Category
Amino Acids
Molecular Weight
150.13
Molecular Formula
NH2COCH2CH(NH2)COOH · H2O

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Specification

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.
Synonyms
(S)-(+)-2-Aminosuccinamic acid, (S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide
Canonical SMILES
[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
Melting Point
233-235 ℃(lit.)
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
Assay
≥99% (TLC)
Beilstein
1723527
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.
Biological Source
synthetic
Color
white to off-white
EC Number
200-735-9
Form
powder
MDL Number
MFCD00151038
PubChem ID
24891338
Quality Level
200
Storage Temperature
2-8℃
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