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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:
Molecular Weight:
188.37
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

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

Certificates of Analysis (COA)

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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)
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)
Sulfate ion sensing based on a quartz-crystal microbalance immobilized with barium sulfate crystals grown on a self-assembled monolayer of phosphorylated 11-mercapto-1-undecanol.
Eun H and Umezawa Y
Analytica Chimica Acta, 375(1-2), 155-165 (1998)
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

Articles

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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