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510467

Sigma-Aldrich

1-Undecanethiol

98%

Synonym(s):

1-UDT, 11-Mercapto-1-undecanol, Undecyl Mercaptan

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About This Item

Linear Formula:
CH3(CH2)10SH
CAS Number:
5332-52-5
Molecular Weight:
188.37
MDL number:
MFCD00022097
UNSPSC Code:
12352103
PubChem Substance ID:
24873504
NACRES:
NA.23

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

219.9 °F - closed cup

flash_point_c

104.4 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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)
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
Jieun Lee et al.
Sensors (Basel, Switzerland), 15(12), 30683-30692 (2015-12-23)
Chemical force microscopy analyzes the interactions between various chemical/biochemical moieties in situ. In this work we examined force-distance curves and lateral force to measure the interaction between modified AFM tips and differently functionalized molecular monolayers. Especially for the measurements in
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