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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

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)
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
Elzbieta Stepula et al.
ACS applied materials & interfaces, 12(29), 32321-32327 (2020-06-24)
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