6-Mercaptohexanoic acid - ≥90% , CAS No.17689-17-7

CAS: 17689-17-7 Cat. No.: M292991 Molecular Weight: 148.22 EC Number: 626-672-0

GRADE & PURITY ≥90%

Synonyms

6-Mercaptohexanoic acid | 6-Mercapto-hexanoic acid | BDBM50404848 | J-011240 | CMNQZZPAVNBESS-UHFFFAOYSA-N | SCHEMBL173209 | F87188 | 5-carboxy-1-pentanethiol | DTXSID60317045 | AKOS006380117 | NSC310239 | NSC-310239 | EN300-1654205 | FT-0777852 | 6-sulfa

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product Introduction

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.

Specifications

Synonyms

6-Mercaptohexanoic acid | 6-Mercapto-hexanoic acid | BDBM50404848 | J-011240 | CMNQZZPAVNBESS-UHFFFAOYSA-N | SCHEMBL173209 | F87188 | 5-carboxy-1-pentanethiol | DTXSID60317045 | AKOS006380117 | NSC310239 | NSC-310239 | EN300-1654205 | FT-0777852 | 6-sulfa

Specifications & Purity

≥90%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥90%

Names and Identifiers

• Pubchem Sid: 488189518
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189518
• Canonical Smiles: C(CCC(=O)O)CCS
• IUPAC Name: 6-sulfanylhexanoic acid
• InChIKey: CMNQZZPAVNBESS-UHFFFAOYSA-N
• INCHI: 1S/C6H12O2S/c7-6(8)4-2-1-3-5-9/h9H,1-5H2,(H,7,8)
• Isomeric SMILES: C(CCC(=O)O)CCS
• UN Number: 3334
• Packing Group: III
• Molecular Weight: 148.22
• Reaxy-Rn: 1749738
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1749738&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Medium-chain fatty acids
• Alternative Parents: Thia fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Alkylthiols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Medium-chain fatty acid - Thia fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Alkylthiol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air sensitive
• Refractive Index: n20/D 1.4846
• Molecular Weight: 148.230 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 148.056 Da
• Monoisotopic Mass: 148.056 Da
• Topological Polar Surface Area: 38.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 83.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zesong Ruan, Chunlei Zhang, Tingwang Shi, Zhiyuan Luo, Yuna Zhang, Zanxia Cao, Rentai Huang, Yunfeng Chen, Daxiang Cui.  (2022)  Gold nanoclusters-loaded hydrogel formed by dimeric hydrogen bonds crosslinking: A novel strategy for multidrug-resistant bacteria-infected wound healing.  Materials Today Bio,      [PMID:36133795] [10.1016/j.mtbio.2022.100426]

2. Chunlei Zhang, Guangyu Chu, Zesong Ruan, Ning Tang, Cunfeng Song, Qichao Li, Wenjie Zhou, Jiale Jin, Hossam Haick, Yunfeng Chen, Daxiang Cui.  (2022)  Biomimetic Self-Assembling Metal–Organic Architectures with Non-Iridescent Structural Coloration for Synergetic Antibacterial and Osteogenic Activity of Implants.  ACS Nano,      [PMID:36001338] [10.1021/acsnano.2c06030]

3. Xiangjun Chen, Xinzhong Zhang, Qing Fan, Menglin Cao, Sai Zhang, Wenting Li, Rui Ma, Xiuping Zhang, Wei Hong.  (2025)  Efficacy Evaluation and Mechanism Study of Nonantibiotic Nanoplatform for Clearing MRSA.  MOLECULAR PHARMACEUTICS,      [PMID:40478174] [10.1021/acs.molpharmaceut.5c00097]

4. Zhen Jiang, Xingyu Zhu, Haiguang Zhu, Ze Li, Rui Li, Junlong Geng, Xun Yuan.  (2026)  Ternary Synergy in an Atomically Precise Alloy Nanocluster: Precision Engineering of a ROS-Scavenging Nanozyme for Effective Psoriasis Therapy.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.75477]