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M6182

Sigma-Aldrich

Mercaptosuccinic acid

97%

Synonym(s):

Thiomalic acid

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About This Item

Linear Formula:
HOOCCH(SH)CH2COOH
CAS Number:
Molecular Weight:
150.15
Beilstein:
1099858
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

mp

155-157 °C (lit.)

SMILES string

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

InChI

1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)

InChI key

NJRXVEJTAYWCQJ-UHFFFAOYSA-N

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General description

Mercaptosuccinic acid(MSA) is a chiral multifunctional intermediate material used as a stabilizing and capping agent in the synthesis of biologically active sulfurs.

Application

MSA has been used to cap cadmium telluride quantum dots(QDs) and nanocrystals for a wide range of applications like detection of benzoic acid and total paraben based preservatives in food items, biological fluorescent labelling in bio-imaging and can bond with antibodies or antigens for biomedical applications. MSA may be coated on gold nanoparticles(AuNPs) as a reducing agent and a surface modifier that finds potential application in fluorescent detection of mercury.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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The solubility of mercaptosuccinic acid in water+ (methanol, ethanol, acetone) mixtures from (278.15 to 333.15 K).
Kai Y, et al.
Fluid Phase Equilibria, 361, 282-288 (2014)
Mercaptosuccinic acid-coated NIR-emitting gold nanoparticles for the sensitive and selective detection of Hg2+.
Xiong X, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 188(9), 483-487 (2018)
Successive detection of benzoic acid and total parabens in foodstuffs using mercaptosuccinic acid capped cadmium telluride quantum dots.
Prapainop K, et al.
Food Control, 96, 508-516 (2018)
Marat V Avshalumov et al.
Journal of neurophysiology, 100(3), 1590-1601 (2008-07-18)
Dopamine-glutamate interactions in the striatum are critical for normal basal ganglia-mediated control of movement. Although regulation of glutamatergic transmission by dopamine is increasingly well understood, regulation of dopaminergic transmission by glutamate remains uncertain given the apparent absence of ionotropic glutamate
Diana Amantea et al.
International review of neurobiology, 85, 363-374 (2009-07-18)
Reactive oxygen species (ROS) accumulation has been described in the brain following an ischemic insult. Superoxide anion is converted by superoxide dismutase into hydrogen peroxide (H2O2), and the latter is then transformed into the toxic hydroxyl radical, through the Haber-Weiss

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