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674974

Sigma-Aldrich

6-Mercaptohexanoic acid

90%

Synonym(s):

MHA

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About This Item

Empirical Formula (Hill Notation):
C6H12O2S
CAS Number:
Molecular Weight:
148.22
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

90%

refractive index

n20/D 1.4846

density

1.0715 g/mL at 25 °C

storage temp.

−20°C

SMILES string

OC(=O)CCCCCS

InChI

1S/C6H12O2S/c7-6(8)4-2-1-3-5-9/h9H,1-5H2,(H,7,8)

InChI key

CMNQZZPAVNBESS-UHFFFAOYSA-N

Gene Information

rat ... Ace(24310)

General description

6-Mercaptohexanoic acid (MHA) forms a self-assembled monolayer (SAM) that is used to cap a variety of materials like gold nanoparticles (AuNPs) and indium phosphide quantum dots (InPQDs). It is majorly used in immobilizing the surface molecules, which enhance the physio-chemical and electrical properties.

Application

MHA can be used in the surface modification of InP quantum nanowires for their potential uage in fluorescent chemical sensors that monitor cyanide ions. MHA may also be covalently bonded with liposomes that can form a SAM on the surface of gold for use as an insect odorant receptor in biosensor based applications.
Used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles. This compound is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized with various amines and alcohols to introduce more complex end groups. Can also be used to control the rate of aggregation of gold colloidal nanoparticles using pH.

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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BMC genomics, 18(1), 682-682 (2017-09-04)
Fluoroquinolones are broad-spectrum antibiotics used to prevent and treat a wide range of bacterial infections. Plasmid-mediated qnr genes provide resistance to fluoroquinolones in many bacterial species and are increasingly encountered in clinical settings. Over the last decade, several families of
Felicity K Abbott et al.
International journal of antimicrobial agents, 48(5), 521-527 (2016-11-05)
The Burkholderia cepacia complex (Bcc) is notorious for the life-threatening pulmonary infections it causes in patients with cystic fibrosis. The multidrug-resistant nature of Bcc and differing infective Bcc species make the design of appropriate treatment regimens challenging. Previous synergy studies
Electrochemical switch on-off response of a self-assembled monolayer (SAM) upon exposure to perfluorooctanoic acid (PFOA)
Fang C, et al.
Journal of Electroanalytical Chemistry, 785, 249-254 (2017)
Electrochemical genoassays on gold-coated magnetic nanoparticles to quantify genetically modified organisms (GMOs) in food and feed as GMO percentage
Placido A, et al.
Biosensors And Bioelectronics, 110, 147-154 (2018)

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