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674427

Sigma-Aldrich

11-Mercaptoundecanoic acid

98%

Synonym(s):

MUA, MUDA

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About This Item

Linear Formula:
HS(CH2)10CO2H
CAS Number:
Molecular Weight:
218.36
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

solid

mp

46-50 °C (lit.)

storage temp.

2-8°C

SMILES string

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)

InChI key

GWOLZNVIRIHJHB-UHFFFAOYSA-N

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General description

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.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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)
Matthew R Lockett et al.
Langmuir : the ACS journal of surfaces and colloids, 24(1), 69-75 (2007-12-01)
A tetrafluorophenyl (TFP) ester-terminated self-assembled monolayer (SAM) for the fabrication of DNA arrays on gold surfaces is described. Activated ester SAMs are desirable for biomolecule array fabrication because they readily react with amine-containing molecules to form a stable amide linkage.
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)
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)

Articles

Recent research highlights tunable properties of inorganic nanoparticles, driving interest in optoelectronics.

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

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