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F8509

Sigma-Aldrich

Fumaric acid

BioReagent, suitable for cell culture

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About This Item

Linear Formula:
HOOCCH=CHCOOH
CAS Number:
110-17-8
Molecular Weight:
116.07
Beilstein:
605763
EC Number:
203-743-0
MDL number:
MFCD00002700
UNSPSC Code:
12352207
eCl@ss:
39021709
PubChem Substance ID:
24894967
NACRES:
NA.71

vapor pressure

1.7 mmHg ( 165 °C)

product line

BioReagent

Assay

≥98%

form

powder

autoignition temp.

1364 °F

expl. lim.

40 %

technique(s)

cell culture | mammalian: suitable

mp

298-300 °C (subl.) (lit.)

SMILES string

OC(=O)\C=C\C(O)=O

InChI

1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+

InChI key

VZCYOOQTPOCHFL-OWOJBTEDSA-N

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Application

A TCA (Krebs cycle) molecule used as a supplement in insect and mammalian cell culture.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

523.4 °F

Flash Point(C)

273 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Bas J Meussen et al.
Applied microbiology and biotechnology, 94(4), 875-886 (2012-04-25)
Rhizopus oryzae is a filamentous fungus belonging to the Zygomycetes. It is among others known for its ability to produce the sustainable platform chemicals L: -(+)-lactic acid, fumaric acid, and ethanol. During glycolysis, all fermentable carbon sources are metabolized to
Tahar Ghnaya et al.
Chemosphere, 90(4), 1449-1454 (2012-10-03)
The implication of organic acids in Pb translocation was studied in two species varying in shoot lead accumulation, Sesuvium portulacastrum and Brassica juncea. Citric, fumaric, malic and α-cetoglutaric acids were separated and determined by HPLC technique in shoots, roots and
Emine Akar et al.
Carbohydrate polymers, 90(4), 1634-1641 (2012-09-05)
A novel biodegradable sodium carboxymethyl cellulose (NaCMC)-based hydrogel was synthesized by using fumaric acid (FA) as a crosslinking agent at various ratios. Hydrogels (CMCF) were characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), X-ray
Rohan A Davis et al.
Bioorganic & medicinal chemistry, 18(1), 14-18 (2009-12-08)
We have investigated the enzyme inhibition characteristics of a natural product (NP)-based phenolic library against a panel of human carbonic anhydrases (hCAs, EC 4.2.1.1) which included hCAs I and II (cytosolic) and hCA VA/VB (mitochondrial isoforms). Most of these compounds
Timothy E L Douglas et al.
Macromolecular bioscience, 12(8), 1077-1089 (2012-06-01)
Alkaline phosphatase (ALP), an enzyme involved in mineralization of bone, is incorporated into three hydrogel biomaterials to induce their mineralization with calcium phosphate (CaP). These are collagen type I, a mussel-protein-inspired adhesive consisting of PEG substituted with catechol groups, cPEG
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