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Merck

675075

8-Mercaptooctanoic acid

95%

Synonym(s):

8-Thiooctanoic acid, MOA

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About This Item

Empirical Formula (Hill Notation):
C8H16O2S
CAS Number:
74328-61-3
Molecular Weight:
176.28
NACRES:
NA.23
PubChem Substance ID:
24885256
UNSPSC Code:
12352103
MDL number:
MFCD08705279

Key Documents

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InChI

1S/C8H16O2S/c9-8(10)6-4-2-1-3-5-7-11/h11H,1-7H2,(H,9,10)

SMILES string

OC(=O)CCCCCCCS

InChI key

FYEMIKRWWMYBFG-UHFFFAOYSA-N

assay

95%

refractive index

n20/D 1.4808

density

1.0326 g/mL at 25 °C

storage temp.

−20°C

Quality Level

100

Related Categories

General description

8-Mercaptooctanoic acid (MOA) is an carboxylic acid terminated alkanethiol that forms self-assembled monolayers (SAMs) that facilitate subsequent surface immobilization of other molecular species.
8-mercaptooctanoic acid (MOA) forms a self-assembled monolayer (SAM) on the surface of nanoparticles. MOA consists of thiol and carboxylic groups which helps in the surface treatment of different nanoparticles.

Application

MOA is a used as a SAM for surface modification of gold electrodes for quartz crystal microbalance (QCMB) measurement. It may be used as a monolayer that facilitates ferritin absorption on gold electrodes for uptake of excess iron in the cell. It may also be used for preparation of nitric oxide based gold nanoparticles (NO-AuNPs) for macrophage photo-thermal therapy under NIR irradiation.
MOA may form SAM that can be used in the surface modification of gold electrodes which are useful for the study of surface characteristics of ferritin. It may also be used to form SAM with hydrophilic end groups to be used as a protective coating on the electrodes for efficient electron transport in semiconductor devices.
This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized to introduce more complex end groups. Can also be used to form a protective barrier monolayer to allow deposition of a passivating oxide layer.

Other Notes

This product should be stored in the freezer, 0 to -20 °C

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

675075-VAR: + 675075-BULK: + 675075-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9008
MKCW9605
MKCT4436
MKCS4446
MKCR0366

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Active carboxylic acid-terminated alkanethiol self-assembled monolayers on gold bead electrodes for immobilization of cytochromes c.
Tanimura R, et al.
Electrochemical and Solid-State Letters, 5(12), E67-E70 (2002)
Linan Liu et al.
EBioMedicine, 47, 563-577 (2019-09-11)
This study aims to evaluate the quality of preclinical data, determine the effect sizes, and identify experimental measures that inform efficacy using mesenchymal stromal (or stem) cells (MSC) therapy in animal models of rheumatoid arthritis (RA). Literature searches were performed
Nitric oxide-activatable gold nanoparticles for specific targeting and photo-thermal ablation of macrophages.
Park J, et al.
Chemical Communications (Cambridge, England), 53(81), 11229-11232 (2017)
Anna Paula V Moura et al.
ACS central science, 3(9), 1026-1031 (2017-10-06)
Secreted and surface-displayed carbohydrates are essential for virulence and viability of many parasites, including for immune system evasion. We have identified the α-Gal trisaccharide epitope on the surface of the protozoan parasites
Rosa Gueccia et al.
Membranes, 10(6) (2020-07-01)
Acid recovery from pickling waste solutions is an important step to enhance hot-dip-galvanizing industry process sustainability. Diffusion dialysis (DD) can be used to separate acids and heavy metals (e.g., iron and zinc) from pickling waters, promoting the circular use of
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Articles

Photopatterning Self-Assembled Monolayers

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

Precise Nanoparticles for Optoelectronics

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

光エレクトロニクス用精密ナノ粒子

無機ナノ粒子の光エレクトロニクスへの応用例をご紹介します。無機ナノ材料は、大きさや形状、構造、組成の調整が可能な材料であり、幅広い分野において注目されています。

自己組織化単分子層のフォトパターニング

自己組織化単分子層（SAM：self-assembled monolayer）は多様な用途があります。本稿では、金SAM系におけるアルキルチオラートの利点を比較しています。

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