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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

238,00 €

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Essai

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.[1][2]

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.[3] 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).[4] A single cell biochip platform can be developed utilizing a cell attachment technique with MUA forming a SAM that was attached to single cells.[5] MUA may be used to prepare a tetrafluorophenyl-activated ester self-assembled monolayer to immobilize amine-modified oligonucleotides[6] and DNA.[7] It is also used to create 3D-assembled gold nanostructures for plasmonic biosensors.[8]

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

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW1842
MKCM9545
MKCF0213
MKBX9343V
MKBN3441V

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Consulter la Bibliothèque de documents

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)
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
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)
Afficher tous les articles scientifiques apparentés

Articles

Precise Nanoparticles for Optoelectronics

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

Photopatterning Self-Assembled Monolayers

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

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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