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T5500

Sigma-Aldrich

2-Thiobarbituric acid

≥98%

Synonym(s):

4,6-Dihydroxy-2-mercaptopyrimidine, 4,6-Dihydroxypyrimidine-2-thiol, TBA

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O2S
CAS Number:
504-17-6
Molecular Weight:
144.15
Beilstein:
120663
EC Number:
207-985-8
MDL number:
MFCD00006674
UNSPSC Code:
12352106
PubChem Substance ID:
24900285
NACRES:
NA.25

Quality Level

100

Assay

≥98%

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

245 °C (dec.) (lit.)

SMILES string

O=C1CC(=O)NC(=S)N1

InChI

1S/C4H4N2O2S/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)

InChI key

RVBUGGBMJDPOST-UHFFFAOYSA-N

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General description

2-Thiobarbituric acid is a molecule made up of heteroatoms: nitrogen, sulphur and oxygen.

Application

2-Thiobarbituric acid has been used to measure malondialdehyde (MDA) in lipid peroxidation assay.

Biochem/physiol Actions

2-Thiobarbituric acid (TBA) is useful to quantitate lipopolysaccharides, carrageenan, and sialic acids. It is also used to detect lipid hydroperoxides and lipid oxidation. It has applications in the field of medicine and biochemistry. TBA may possess the ability to prevent metal corrosion.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Evaluation of three 2-thiobarbituric acid methods for the measurement of lipid oxidation in various meats and meat products
Ulu H
Meat Science, 67(4), 683-687 (2004)
Prevention of leukocyte activation by the neutrophil elastase inhibitor, sivelestat, in the hepatic microcirculation after ischemia-reperfusion
Nakano Y, et al.
The Journal of Surgical Research, 155(2), 311-317 (2009)
The inhibition effect of 2-thiobarbituric acid on the corrosion performance of mild steel in HCl solutions
Kardas G
Materials Science, 41(3), 337-343 (2005)
Auricularia polytricha aqueous extract supplementation decreases hepatic lipid accumulation and improves antioxidative status in animal model of nonalcoholic fatty liver
Chiu WC, et al.
Biomedicine / [Publiee Pour L'A.A.I.C.I.G.], 4(2) (2014)
A P Moloney et al.
Meat science, 92(1), 1-7 (2012-04-21)
Colour and lipid stability of M. longissimus dorsi (LD) from sheep fed diets containing different lipid sources (Megalac (MG), camelina oil (CO), linseed oil (LO), NaOH-treated camelina seed (CS), NaOH-treated linseed (LS) or CO treated with ethanolamine (CA)) were examined.
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