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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:
70-49-5
Molecular Weight:
150.15
Beilstein/REAXYS Number:
1099858
EC Number:
200-736-4
MDL number:
MFCD00004860
UNSPSC Code:
12352103
PubChem Substance ID:
24897082
NACRES:
NA.23

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3601
STBL4589
STBL0121
STBK7616
STBK6126

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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)
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)
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)
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
M S Bootharaju et al.
Langmuir : the ACS journal of surfaces and colloids, 27(13), 8134-8143 (2011-06-15)
We report the chemical interactions of unsupported and alumina-supported Ag(7) and Ag(8) clusters protected with MSA (mercaptosuccinic acid) with heavy metal ions Hg(II), Cd(II), and Pb(II) in water at different concentrations. The investigation was carried out to determine the feasibility
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