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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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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)
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)
Shiho Ishihara et al.
Acta biomaterialia, 6(3), 830-835 (2009-10-20)
Loading and releasing protein in a controllable way is extremely important for the protein vehicles used in bone tissue engineering. To obtain a suitable carrier material for basic proteins, such as BMP or bFGF, hydroxyapatite particles containing mercaptosuccinic acid (mercaptosuccinic
Jia Zhang et al.
The Analyst, 136(19), 3865-3868 (2011-08-11)
A colorimetric probe based on 2-mercaptosuccinic acid-functionalized gold nanoparticles has been developed to exhibit selectivity towards Ca(2+), Sr(2+), and Ba(2+) ions over other metallic cations under specified conditions and finds its practical application in detecting Ca(2+) levels in water.
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