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Sigma-Aldrich

6-Mercaptohexanoic acid

90%

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Synonym(s):
MHA
Empirical Formula (Hill Notation):
C6H12O2S
CAS Number:
17689-17-7
Molecular Weight:
148.22
MDL number:
MFCD08705278
UNSPSC Code:
12352103
PubChem Substance ID:
24885247
NACRES:
NA.23

Quality Level

100

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)

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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Wenjuan Wei et al.
Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi, 50(6), 821-830 (2016-01-05)
Treatment of Acinetobacter baumannii infections is challenging owing to widespread multidrug-resistant A. baumannii (MDR-AB) and the lack of novel agents. Although recent data suggest that levofloxacin (LVX) may have unique activity against MDR-AB in combination with colistin (CST), further preclinical
An Ultrasensitive Electrochemical Impedance-Based Biosensor Using Insect Odorant Receptors to Detect Odorants
Khadka R, et al.
Biosensors And Bioelectronics, 183, 441-445 (2018)
Panagiotis Papadopoulos et al.
Food microbiology, 84, 103249-103249 (2019-08-20)
Recently, there has been an increased tendency towards raw-milk consumption, which may pose a consumer risk, due to the possible presence of human pathogenic microorganisms, such as Staphylococcus aureus and even methicillin-resistant S. aureus (MRSA). The prevalence of S. aureus
Preston, T. C.; Nuruzzaman, M.; Jones, N. D.; Mittler, S.
The Journal of Physical Chemistry, 113, 14236-14244 (2009)
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)
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