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Supelco

Itaconsäure

analytical standard

Synonym(e):

Methylenbernsteinsäure

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About This Item

Lineare Formel:
HO2CCH2C(=CH2)CO2H
CAS-Nummer:
97-65-4
Molekulargewicht:
130.10
Beilstein:
1759501
EG-Nummer:
202-599-6
MDL-Nummer:
MFCD00004260
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329770255
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

100

Assay

≥96.0% (GC)

Selbstzündungstemp.

1472 °F

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Verunreinigungen

≤0.5% water

mp (Schmelzpunkt)

165-168 °C (lit.)

Dichte

1.573 g/mL at 25 °C (lit.)

Format

neat

SMILES String

OC(=O)CC(=C)C(O)=O

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

InChIKey

LVHBHZANLOWSRM-UHFFFAOYSA-N

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Allgemeine Beschreibung

Itaconic acid, an unsaturated dicarbonic organic acid, is a metabolic product of Aspergillus itaconicus.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Anwendung

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H318

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 1

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Analysenzertifikate (COA)

Lot/Batch Number
BCCK5860
BCCF4378
BCBZ8506
BCBS8239V
BCBM5222V

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Die Dokumentenbibliothek aufrufen

Sambamurthy K.
Pharmaceutical Biotechnology, 56(3-4), 289-295 (2006)
Metabolism: pathogens love the poison.
Stéphane Ménage et al.
Nature chemical biology, 10(5), 326-327 (2014-04-20)
Jahminy Sasikaran et al.
Nature chemical biology, 10(5), 371-377 (2014-03-25)
Itaconate (methylenesuccinate) was recently identified as a mammalian metabolite whose production is substantially induced during macrophage activation. This compound is a potent inhibitor of isocitrate lyase, a key enzyme of the glyoxylate cycle, which is a pathway required for the
Tobias Klement et al.
Bioresource technology, 135, 422-431 (2013-01-10)
In the last years, itaconic acid has gained increasing interest as future bio-based platform chemical. To replace petrol-based compounds such as methacrylic acid in industry, the economic efficiency of the current biotechnological production processes with the fungus Aspergillus terreus has
T Willke et al.
Applied microbiology and biotechnology, 56(3-4), 289-295 (2001-09-11)
Itaconic acid (IA) is an unsaturated dicarbonic organic acid. It can easily be incorporated into polymers and may serve as a substitute for petrochemical-based acrylic or methacrylic acid. It is used at 1-5% as a co-monomer in resins and also
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