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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:
3130-87-8
Molecular Weight:
150.13
Beilstein/REAXYS Number:
1723525
EC Number:
221-521-1
MDL number:
MFCD00151039
UNSPSC Code:
12352209
PubChem Substance ID:
57646890
NACRES:
NA.22

product name

DL-Asparagine monohydrate, ≥99.0% (NT)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ2744
BCCD9367
BCBX5781
BCBV9576
BCBT5931

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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
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 perchlorate
Guenifa F, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(9), o2264-o2265 (2009)
Cristina Alarcón-Vila et al.
eLife, 9 (2020-11-03)
P2X7 receptor activation induces the release of different cellular proteins, such as CD14, a glycosylphosphatidylinositol (GPI)-anchored protein to the plasma membrane important for LPS signaling via TLR4. Circulating CD14 has been found at elevated levels in sepsis, but the exact
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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Chromatograms

application for HPLC

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