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Merck

733385

Sigma-Aldrich

(11-Mercaptoundecyl)-N,N,N-trimethylammonium bromide

Sinónimos:

(11-Mercaptoundecyl)trimethylammonium bromide

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About This Item

Fórmula empírica (notación de Hill):
C14H32BrNS
Número de CAS:
Peso molecular:
326.38
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.23

form

solid

Quality Level

mp

113-118 °C

storage temp.

−20°C

SMILES string

[Br-].C[N+](C)(C)CCCCCCCCCCCS

InChI

1S/C14H31NS.BrH/c1-15(2,3)13-11-9-7-5-4-6-8-10-12-14-16;/h4-14H2,1-3H3;1H

Inchi Key

SCOCXONJTURWMB-UHFFFAOYSA-N

General description

(11-Mercaptoundecyl)-N,N,N-trimethylammonium bromide (MABr) is an organothiol which forms a self-assembled monolayer (SAM) that facilitates the immobilization of a variety of nanoparticles.

Application

MABr can be used to functionalize gold electrodes to fabricate sensing platform for bioelectronics-based applications. It can also be used in surface modification of gold-platinum based nanocrystals (Au-Pt NCs) that find potential applications in biomedicine and bioengineering.
This ammonium thiol molecule is reporated for the formation of photoconductive self-assembled monolayers.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Study of binary self-assembled monolayers of a novel anchoring thiol (11-mercaptoundecyl-N?, N ?, N?-trimethylammonium) in the electron transfer with glucose oxidase enzyme.
Baldo TA, et al.
Sensing and Bio-Sensing Research, 18(9), 37-44 (2018)
Preventing UV induced cell damage by scavenging reactive oxygen species with enzyme-mimic Au-Pt nanocomposites.
Xiong B, et al.
Talanta, 120(9), 262-267 (2014)
A halogen-free synthesis of gold nanoparticles using gold (III) oxide.
Sashuk V and Rogaczewski K
Journal of Nanoparticle Research, 18(9), 261-261 (2016)
Elzbieta Stepula et al.
ACS applied materials & interfaces, 12(29), 32321-32327 (2020-06-24)
There is an urgent clinical need for multicolor imaging of single cancer cells (no ensemble averaging) for identifying heterogenous expression of predictive biomarkers. Specifically, the comprehensive characterization of single disseminated tumor cells (sDTCs) responsible for metastatic relapse is the key
Thomas Keller et al.
Journal of biophotonics, 13(6), e201960126-e201960126 (2020-01-21)
The characteristic vibrational spectroscopic fingerprint of Raman reporter molecules adsorbed on noble metal nanoparticles is employed for the identification of target proteins by the corresponding surface-enhanced Raman scattering (SERS) nanotag-labeled antibodies. Here, we present the modular synthesis of thiolated polyenes

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