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674427

Sigma-Aldrich

11-Mercaptoundecanoic acid

98%

Synonyme(s) :

MUA, MUDA

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About This Item

Formule linéaire :
HS(CH2)10CO2H
Numéro CAS:
71310-21-9
Poids moléculaire :
218.36
Numéro MDL:
MFCD00022096
Code UNSPSC :
12352103
ID de substance PubChem :
329760593
Nomenclature NACRES :
NA.23

Pureté

98%

Forme

solid

Pf

46-50 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

OC(=O)CCCCCCCCCCS

InChI

1S/C11H22O2S/c12-11(13)9-7-5-3-1-2-4-6-8-10-14/h14H,1-10H2,(H,12,13)

Clé InChI

GWOLZNVIRIHJHB-UHFFFAOYSA-N

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Catégories apparentées

Description générale

11-mercaptoundecanoic acid (MUA) has long alkane chains and carboxyl containing thiols that are highly packed and form a self-assembled monolayer (SAM). It modifies the surface of nanoparticles to facilitate their dispersion into water and solvent based mediums.

Application

MUA is used for the carboxylic acid functionalization of 1-dodecanethiol-protected gold nanoparticles (AuNPs) by Murray place-displacement reaction generally utilized in biomedical applications. It can also be used to modify the surface of platinum nanoparticles (PtNPs) by creating a ligand nano-assembly with a high surface coverage for use in surface-enhanced Raman spectroscopy (SERS). A single cell biochip platform can be developed utilizing a cell attachment technique with MUA forming a SAM that was attached to single cells. MUA may be used to prepare a tetrafluorophenyl-activated ester self-assembled monolayer to immobilize amine-modified oligonucleotides and DNA. It is also used to create 3D-assembled gold nanostructures for plasmonic biosensors.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

No data available

Point d'éclair (°C)

No data available

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Development of single cell biochip platform based on silicon for multiple patch clamping technology.
2009 IEEE 3rd International Conference on Nano/Molecular Medicine and Engineering, 29(6), 138-141 (2009)
Longhua Guo et al.
Analytical chemistry, 82(12), 5147-5153 (2010-05-18)
Three-dimensional gold nanoarchitecture was fabricated by layer-by-layer (LbL) deposition of gold nanoparticles (AuNPs) and multiwalled carbon nanotubes (MWCNTs) on a glass substrate for a highly sensitive plasmonic biosensor using a conventional UV-vis instrument. Carboxyl-functionalized MWCNTs were reacted with 3-mercaptopropyltriethoxysilane (MPTES)
Yonghai Song et al.
Microscopy research and technique, 68(2), 59-64 (2005-10-18)
Immobilized DNA on preformed 11-mercaptoundecanoic acids (MUDA) self-assembled monolayers (SAMs) on a gold (111) surface was bound by a divalent cation bridges was imaged by atomic force microscopy (AFM). The DNA immobilization was attributed to the formation of ionic bridges
Thermogravimetry and evolved gas analysis for the investigation of ligand-exchange reaction in thiol-functionalized gold nanoparticles.
Locardi F, et al.
Journal of Analytical and Applied Pyrolysis, 132(5), 11-18 (2018)
Fabrication and characterisation of ligand-functionalised ultrapure monodispersed metal nanoparticle nanoassemblies employing advanced gas deposition technique.
Welearegay TG, et al.
Nanotechnology, 29(6), 065603-065603 (2018)
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