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745774

Sigma-Aldrich

8-Amino-1-octanethiol hydrochloride

95%

Synonym(s):

8-Mercaptooctylamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C8H19NS · HCl
CAS Number:
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Photooxidation of amine-terminated self-assembled monolayers on gold
Lee S, et al.
The Journal of Physical Chemistry C, 114(23), 10512-10519 (2010)
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)
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)

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