675075
8-Mercaptooctanoic acid
95%
Sinónimos:
8-Thiooctanoic acid, MOA
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Fórmula empírica (notación de Hill):
C8H16O2S
Número CAS:
Peso molecular:
176.28
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Permítanos ayudarleInChI
1S/C8H16O2S/c9-8(10)6-4-2-1-3-5-7-11/h11H,1-7H2,(H,9,10)
SMILES string
OC(=O)CCCCCCCS
InChI key
FYEMIKRWWMYBFG-UHFFFAOYSA-N
assay
95%
refractive index
n20/D 1.4808
density
1.0326 g/mL at 25 °C
storage temp.
−20°C
Quality Level
Categorías relacionadas
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 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.
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.
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Chapman, R. G.; et al.
Journal of the American Chemical Society, 122, 8308-8308 (2000)
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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
Preiner, M. J.; Melosh, N. A.
Applied Physics Letters, 92, 213301-213301 (2008)
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.
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