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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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