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About This Item
Linear Formula:
HOOCCH(SH)CH2COOH
CAS Number:
Molecular Weight:
150.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-736-4
Beilstein/REAXYS Number:
1099858
MDL number:
Assay:
≥99.0% (HPLC)
Form:
powder
Quality Level
product line
ReagentPlus®
assay
≥99.0% (HPLC)
form
powder
mp
145-154 °C, 155-157 °C (lit.)
functional group
carboxylic acid, thiol
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
General description
Mercaptosuccinic acid is a hydrophilic thiol that can form thiomalate self-assembled monolayers when adsorbed on Au(III) surface.
Application
Mercaptosuccinic acid has been used as a dopant for the synthesis of carbon nanodots from citric acid. It can be used as a capping and reducing agent to synthesize monolayer-capped gold nanoparticles.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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signalword
Warning
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A switchable peroxidase mimic derived from the reversible co-assembly of cytochrome c and carbon dots.
Essner J, et al.
Journal of Materials Chemistry, 4(12), 2163-2170 (2016)
Surface Chemistry of Thiomalic Acid Adsorption on Planar Gold and Gold Nanoparticles.
Azca?rate J, et al.
Langmuir, 30(7), 1820-1826 (2014)
Ming Yan et al.
Toxicology, 282(3), 94-103 (2011-02-05)
Quantum dots (QDs), as novel bioimaging and drug delivery agents, are generally introduced into vascular system by injection, and thus directly exposed to vascular endothelial cells (ECs). However, the adverse effects of QDs on ECs are poorly understood. In this
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 88460-500G | 04061833064986 |
| 88460-100G | 04061833064979 |
