11-Mercaptoundecanoic acid

11-Mercaptoundecanoic acid is a sulfur-containing fatty acid with a mercapto group (-SH) attached to the eleventh carbon atom. This unique structure confers upon it interesting chemical properties, including the ability to participate in thiol-disulfide exchange reactions, which are crucial in various biochemical processes. Its presence of a carboxylic acid group also allows for derivatization into esters and amides, expanding its applicability in the synthesis of surfactants, lubricants, and other functional materials.

Application:
In the field of materials science, 11-mercaptoundecanoic acid is used as a building block for the synthesis of amphiphilic molecules, which find applications in the formulation of detergents, emulsifiers, and corrosion inhibitors. Its mercapto group enables the formation of disulfide bonds, which are essential for the assembly of nanostructures and polymers with controlled architectures. Additionally, its use in the pharmaceutical industry is explored for its potential in drug delivery systems, leveraging its reactivity in forming self-assembled structures.

Articles:

- Miscibility of Adsorbed 1-Undecanethiol and 11-Mercaptoundecanoic Acid Species in Binary Self-Assembled Monolayers on Au(111)

Publication Date: February 10, 2001

Takashi Kakiuchi, Minehiko Iida, Narutoshi Gon, Daisuke Hobara, Shin-ichiro Imabayashi, and Katsumi Niki

https://doi.org/10.1021/la0014757

- Electrochemical immunosensor modified with self-assembled monolayer of 11-mercaptoundecanoic acid on gold electrodes for detection of benzo[a]pyrene in water

Publication Date: 05 Oct 2012

Azrilawani Ahmad and Eric Moore

https://doi.org/10.1039/C2AN35236B

- 11-Mercaptoundecanoic Acid-Functionalized Carbon Dots As a Ratiometric Optical Probe for Doxorubicin Detection

Publication Date: December 6, 2021

Li Zhang, Huaizhong Xing, Wei Liu, Zihan Wang, Yumin Hao, Huiping Wang, Wenjuan Dong, Yang Liu, Shaomin Shuang, Chuan Dong and Xiaojuan Gong

https://doi.org/10.1021/acsanm.1c03141