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Merck

745774

Sigma-Aldrich

8-Amino-1-octanethiol hydrochloride

95%

Sinónimos:

8-Mercaptooctylamine hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C8H19NS · HCl
Número de CAS:
Peso molecular:
197.77
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

assay

95%

form

solid

mp

158-163 °C

storage temp.

2-8°C

SMILES string

SCCCCCCCCN.Cl

InChI

1S/C8H19NS.ClH/c9-7-5-3-1-2-4-6-8-10;/h10H,1-9H2;1H

InChI key

CCWZBRKMJBSNQS-UHFFFAOYSA-N

General description

8-Amino-1-octanethiol hydrochloride (8-AOT) is an amine based alkanethiol that can be used as a self-assembled monolayer (SAM) on a variety of surfaces. It facilitates the immobilization of surface atoms and controls the physiochemical properties of the substrate.

Application

8-AOT can be used in the surface functionalization of gold electrodes for the trace analysis of oligonucleotide using poly nucleic acid (PNA) based ion-channel sensors. It can be used in the fabrication of peptide microarray for surface plasmon resonance based screening of protein kinase activity.
Self Assembly Molecules (SAMs); the amino group is usually modified using amine-reactive materials; such as proteins or biomaterials; to functionalize the gold surface. It is used for biosenors with large amounts of immobilized protein and suppression of nonspecific adsorption

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Evaluation of protein kinase activities of cell lysates using peptide microarrays based on surface plasmon resonance imaging
Mori T, et al.
Analytical Biochemistry, 375(2), 223-231 (2008)
Photooxidation of amine-terminated self-assembled monolayers on gold
Lee S, et al.
The Journal of Physical Chemistry C, 114(23), 10512-10519 (2010)
Tuning the surface potential of gold substrates arbitrarily with self-assembled monolayers with mixed functional groups
Lin W, et al.
Physical Chemistry Chemical Physics, 11(29), 6199-6204 (2009)
Trace analysis of an oligonucleotide with a specific sequence using PNA-based ion-channel sensors
Aoki H and Umezawa Y
Analyst, 128(6), 681-685 (2003)
Jolene L Lau et al.
ACS nano, 5(10), 7722-7729 (2011-09-09)
A high-affinity RNA aptamer (K(d) = 50 nM) was efficiently identified by SELEX against a heteroaryldihydropyrimidine structure, chosen as a representative drug-like molecule with no cross reactivity with mammalian or bacterial cells. This aptamer, its weaker-binding variants, and a known

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