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Sigma-Aldrich

8-Mercaptooctanoic acid

95%

Synonyme(s) :

8-Thiooctanoic acid, MOA

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About This Item

Formule empirique (notation de Hill):
C8H16O2S
Numéro CAS:
74328-61-3
Poids moléculaire :
176.28
Numéro MDL:
MFCD08705279
Code UNSPSC :
12352103
ID de substance PubChem :
24885256
Nomenclature NACRES :
NA.23

Pureté

95%

Indice de réfraction

n20/D 1.4808

Densité

1.0326 g/mL at 25 °C

Température de stockage

−20°C

Chaîne SMILES 

OC(=O)CCCCCCCS

InChI

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

Clé InChI

FYEMIKRWWMYBFG-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Surface-electrochemistry of ferritin adsorbed on 8-mercaptooctanoic acid-modified gold electrodes.
Ritzert NL, et al.
Electrochemical Communications, 11(4), 827-830 (2009)
Hongbo Guo et al.
Expert opinion on drug discovery, 12(12), 1271-1280 (2017-09-22)
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.
Langmuir, 33(19), 4729-4736 (2017)
George Haddad et al.
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
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