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MilliporeSigma

675075

Sigma-Aldrich

8-Mercaptooctanoic acid

95%

Sinónimos:

8-Thiooctanoic acid, MOA

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About This Item

Fórmula empírica (notación de Hill):
C8H16O2S
Número de CAS:
Peso molecular:
176.28
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

95%

refractive index

n20/D 1.4808

density

1.0326 g/mL at 25 °C

storage temp.

−20°C

SMILES string

OC(=O)CCCCCCCS

InChI

1S/C8H16O2S/c9-8(10)6-4-2-1-3-5-7-11/h11H,1-7H2,(H,9,10)

InChI key

FYEMIKRWWMYBFG-UHFFFAOYSA-N

General description

8-Mercaptooctanoic acid (MOA) is an carboxylic acid terminated alkanethiol that forms self-assembled monolayers (SAMs) that facilitate subsequent surface immobilization of other molecular species.
8-mercaptooctanoic acid (MOA) forms a self-assembled monolayer (SAM) on the surface of nanoparticles. MOA consists of thiol and carboxylic groups which helps in the surface treatment of different nanoparticles.

Application

MOA is a used as a SAM for surface modification of gold electrodes for quartz crystal microbalance (QCMB) measurement. It may be used as a monolayer that facilitates ferritin absorption on gold electrodes for uptake of excess iron in the cell. It may also be used for preparation of nitric oxide based gold nanoparticles (NO-AuNPs) for macrophage photo-thermal therapy under NIR irradiation.
MOA may form SAM that can be used in the surface modification of gold electrodes which are useful for the study of surface characteristics of ferritin. It may also be used to form SAM with hydrophilic end groups to be used as a protective coating on the electrodes for efficient electron transport in semiconductor devices.
This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized to introduce more complex end groups. Can also be used to form a protective barrier monolayer to allow deposition of a passivating oxide layer.

Other Notes

This product should be stored in the freezer, 0 to -20 °C

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Surface-electrochemistry of ferritin adsorbed on 8-mercaptooctanoic acid-modified gold electrodes.
Ritzert NL, et al.
Electrochemical Communications, 11(4), 827-830 (2009)
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To ​​​​understand and manipulate biochemical processes and signaling pathways, the knowledge of endogenous protein-metabolite interactions would be extremely helpful. Recent developments in precision mass spectrometry, high-throughput proteomics and sensitive metabolomic profiling are beginning to converge on a possible solution, heralding
Gabriele Cordara et al.
Biochemistry, 56(35), 4689-4700 (2017-07-01)
An important function of fungal lectins is to protect their host. Marasmius oreades agglutinin (MOA) is toxic to nematodes and exerts its protective effect through protease activity. Its proteolytic function is associated with a papain-like dimerization domain. The closest homologue
Protein-Nanocellulose Interactions in Paper Filters for Advanced Separation Applications.
Gustafsson S, et al.
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PloS one, 8(10), e78244-e78244 (2013-10-22)
The microvascular endothelium of the kidney glomerulus is injured in Shiga-like toxigenic bacterial infection, genetic or acquired loss of complement regulatory protein function, and allo-immune responses of solid-organ or bone marrow transplantation. Existing models of diseases with glomerular endothelial cell

Artículos

Inorganic nanomaterials are tunable by size, shape, structure, and/or composition. Advances in the synthesis of well-defined nanomaterials have enabled control over their unique optical, electronic, and chemical properties stimulating tremendous interest across a wide range of disciplines. This article illuminates some of the recent research advances of inorganic nanoparticles (NPs) in optoelectronics applications.

Self-assembled monolayers (SAMs) have attracted enormous interest for a wide variety of applications in micro- and nano-technology. In this article, we compare the benefits of three different classes of SAM systems (alkylthiolates on gold.

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