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Merck

M6182

Sigma-Aldrich

Mercaptosuccinylsäure

97%

Synonym(e):

Thioaepfelsäure

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About This Item

Lineare Formel:
HOOCCH(SH)CH2COOH
CAS-Nummer:
Molekulargewicht:
150.15
Beilstein:
1099858
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23

Assay

97%

mp (Schmelzpunkt)

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)

InChIKey

NJRXVEJTAYWCQJ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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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)
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)
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.
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

Artikel

Solvothermal synthesis is a method for preparing a variety of materials such as metals, semiconductors, ceramics, and polymers.

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