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510467

Sigma-Aldrich

1-Undecanethiol

98%

Synonym(s):
11-Mercapto-1-undecanol, Undecyl Mercaptan, 1-UDT
Linear Formula:
CH3(CH2)10SH
CAS Number:
Molecular Weight:
188.37
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

98%

refractive index

n20/D 1.459 (lit.)

bp

103-104 °C/3 mmHg (lit.)

density

0.841 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCS

InChI

1S/C11H24S/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3

InChI key

CCIDWXHLGNEQSL-UHFFFAOYSA-N

General description

1-Undecanethiol (UDT) is an alkanethiol that forms a self-assembled monolayer (SAM) on a variety of surfaces. It immobilizes the surface atoms and enhances the absorption of proteins. It can be synthesized by reacting bromo-1-undecanol and thiourea and subsequent purification using ethyl acetate.

Application

UDT can be used to functionalize polycarbonate filter membrane for immunological experiments which can further be used in the fabrication of plasmonic flow through biosensor based applications. SAM of UDT can be used in the colloidal gold enhanced immunoassay. It may be used to form SAM on quartz crystal microbalance (QCM) gold electrodes which can be used as adhesive intermediate layers.
Used to form hydrophilic SAMs and in mixed SAMs as spacers to provide a hydrophilic background. Also can be used to reduce non-specific protein adsorption.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK Germany

WGK 3

Flash Point(F)

219.9 °F - closed cup

Flash Point(C)

104.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Permeability of alkanethiol self-assembled monolayers adsorbed on copper electrodes to molecular oxygen dissolved in 0.5 M Na2SO4 solution.
Ishibashi M, et al.
Electrochimica Acta, 41(2), 241-248 (1996)
Prostate-specific antigen immunosensing based on mixed self-assembled monolayers, camel antibodies and colloidal gold enhanced sandwich assays.
Huang L, et al.
Biosensors And Bioelectronics, 21(3), 483-490 (2005)
Felix Sellberg et al.
Frontiers in oncology, 10, 598394-598394 (2021-01-29)
Development of treatment resistance is a major concern during treatment of cancer, and there is an unmet need for therapeutic strategies with novel modes of action. Polyvinyl alcohol carbazate (PVAC) is a polymer compound with unique biological properties. Herein, we...
Nako Nakatsuka et al.
ACS applied materials & interfaces, 10(28), 23490-23500 (2018-06-01)
Aptamers are chemically synthesized oligonucleotides or peptides with molecular recognition capabilities. We investigated recognition of substrate-tethered small-molecule targets, using neurotransmitters as examples, and fluorescently labeled DNA aptamers. Substrate regions patterned via microfluidic channels with dopamine or   l-tryptophan were selectively recognized...
Chong-You Chen et al.
Beilstein journal of nanotechnology, 9, 311-320 (2018-02-15)
The creation of bioactive substrates requires an appropriate interface molecular environment control and adequate biological species recognition with minimum nonspecific attachment. Herein, a straightforward approach utilizing chemical lift-off lithography to create a diluted self-assembled monolayer matrix for anchoring diverse biological...

Articles

Micro and Nanometer Scale Photopatterning of Self-Assembled Monolayers

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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