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11180

Sigma-Aldrich

DL-Asparagine monohydrate

≥99.0% (NT)

Synonym(s):

(±)-2-Aminosuccinic acid 4-amide, DL-Aspartic acid 4-amide

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About This Item

Linear Formula:
NH2COCH2CH(NH2)COOH · H2O
CAS Number:
Molecular Weight:
150.13
Beilstein:
1723525
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

DL-Asparagine monohydrate, ≥99.0% (NT)

Assay

≥99.0% (NT)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

220 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

O.NC(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

InChI key

RBMGJIZCEWRQES-UHFFFAOYSA-N

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Application

DL-asparagine is a racemic mixture of the non-essential amino acids, L and D-aparagine. It is generally used in growth-media for bacteria-growth. DL-Asparagine monohydrate can also be used to synthesize other salts such as DL-asparaginium perchlorate, DL-asparaginium nitrate and dimethyl DL-aspartate.

Storage Class Code

11 - 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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Jozefien De Geyter et al.
EMBO reports, 21(6), e49054-e49054 (2020-04-21)
Bacterial secretory preproteins are translocated across the inner membrane post-translationally by the SecYEG-SecA translocase. Mature domain features and signal peptides maintain preproteins in kinetically trapped, largely soluble, folding intermediates. Some aggregation-prone preproteins require chaperones, like trigger factor (TF) and SecB
DL-Asparaginium perchlorate
Guenifa F, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(9), o2264-o2265 (2009)
Mild conversion of carboxamides and carboxylic acid hydrazides to acids and esters
Greenlee WJ and Thorsett ED
The Journal of Organic Chemistry, 46(26), 5351-5353 (1981)
DL-Asparaginium nitrate
Moussa S, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(9), o2180-o2181 (2009)
Emi Takeo et al.
Journal of bioscience and bioengineering, 124(6), 700-706 (2017-08-13)
A novel derivatization method for gas chromatography/mass spectrometry (GC/MS)-based metabolomics was developed, based on solid-phase analytical derivatization (SPAD) with methoximation followed by trimethylsilylation. This SPAD method realized derivatization on solid phases combining strong anion exchange with strong cation exchange. To

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