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406902

Sigma-Aldrich

6-Mercaptopyridine-3-carboxylic acid

technical grade, 90%

Synonym(s):

6-Mercaptonicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO2S
CAS Number:
92823-43-3
Molecular Weight:
155.17
MDL number:
MFCD00192261
UNSPSC Code:
12352100
PubChem Substance ID:
24865412
NACRES:
NA.22

grade

technical grade

assay

90%

form

solid

mp

260-262 °C (dec.) (lit.)

SMILES string

OC(=O)c1ccc(S)nc1

InChI

1S/C6H5NO2S/c8-6(9)4-1-2-5(10)7-3-4/h1-3H,(H,7,10)(H,8,9)

InChI key

JWWGTYCXARQFOT-UHFFFAOYSA-N

General description

6-Mercaptopyridine-3-carboxylic acid (MPCA, 6-mercaptonicotinic acid, MNA) is a bifunctional ligand, made up of pyridine moiety containing carboxylic and mercapto group. The electrochemical properties of self-assembled monolayers (SAMs) of MNA on gold electrode have been described.

Application

6-Mercaptopyridine-3-carboxylic acid may be used in the following processes:
  • Fabrication of nanowell based sensors for the detection of improvised explosive devices (IEDs).
  • Functionalization of gold nanoparticles (AuNPs) for the highly sensitive and selective detection of Cd2+ in colorimetric assay.
  • Preparation of thiolated chitosans, which are thiolated biopolymers exhibiting mucoadhesive, enzyme inhibitory, and permeation enhancing properties.
  • Synthesis of Zinc(II) coordination polymers.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Electrochemical studies of 6-mercaptonicotinic acid monolayer on Au electrode.
Raj CR and Behera S.
Journal of Electroanalytical Chemistry, 581(1), 61-69 (2005)
Development of nanowell based sensors for the detection of improvised explosive devices.
Zientek B, et al.
SPIE Proc., 7647 (2010)
A novel two-dimensional zinc (II) coordination polymer with 6-mercaptonicotinic acid.
Wang Y, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 64(1), 70-72 (2008)
Ying Xue et al.
The Analyst, 136(18), 3725-3730 (2011-08-02)
We have developed a colorimetric assay for the highly sensitive and selective detection of Cd(2+) using gold nanoparticles (AuNPs) cofunctionalized with 6-mercaptonicotinic acid (MNA) and L-Cysteine (L-Cys) through the formation of an Au-S bond. In the presence of Cd(2+), the
Pei She et al.
Analytica chimica acta, 906, 139-147 (2016-01-17)
An immunochromatographic test (ICT) strip was developed for ultrasensitive competitive immunoassay of Hg(2+). This strategy was achieved by combining the easy-operation and rapidity of ICT with the high sensitivity of surface-enhanced Raman scattering (SERS). Monoclonal antibody (mAb) against Hg(2+) and
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