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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:
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)

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

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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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)
DL-Asparaginium nitrate
Moussa S, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(9), o2180-o2181 (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)
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
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Chromatograms

application for HPLC

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