1040401-18-0

Basic information

• Product Name: 4-Mercaptomethyl Dipicolinic Acid
• Synonyms: 4-Mercaptomethyl Dipicolinic Acid;4-(MercaptoMethyl)-;4-(Mercaptomethyl)-2,6-pyridinedicarboxylic acid
• CAS NO: 1040401-18-0
• Molecular Formula: C13H10N2O4S
• Molecular Weight: 290.2945
• Product Categories: Aromatics;Heterocycles;Sulfur & Selenium Compounds;Aromatics, Heterocycles, Sulfur & Selenium Compounds
• Mol File: 1040401-18-0.mol

Chemical Properties

• Melting Point: 219-222°C (dec.)
• Boiling Point: 542.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.544±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• PKA: 2.89±0.10(Predicted)
• Stability: Air Sensitive
• CAS DataBase Reference: 4-Mercaptomethyl Dipicolinic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Mercaptomethyl Dipicolinic Acid(1040401-18-0)
• EPA Substance Registry System: 4-Mercaptomethyl Dipicolinic Acid(1040401-18-0)

Safety Data

• Hazardous Substances Data: 1040401-18-0(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry and Molecular Biology:
4-Mercaptomethyl Dipicolinic Acid is used as a Dipicolinic acid tag for rigid lanthanide tagging of proteins and paramagnetic NMR Spectroscopy. The tag binds lanthanide ions with nanomolar affinity, allowing for the attachment to proteins via a disulfide bond. This unique property helps avoid the issues of diastereomer formation associated with most conventional lanthanide tags, making it a preferred choice for researchers in the field.
In addition to its primary use in protein tagging and NMR spectroscopy, 4-Mercaptomethyl Dipicolinic Acid may also find applications in other areas of research and development, such as drug delivery systems or as a component in the synthesis of novel compounds with specific properties.

Upstream product

• 1040401-17-9 2,6-dimethoxycarbonyl-4-bromomethylpyridine 

Relevant articles and documents

Lanthanide-based hydrogels with adjustable luminescent properties synthesized by thiol-Michael addition

Luminescent hydrogels have been widely used in many fields because of their excellent optical properties. Although there are many mature preparation methodologies, the development of new luminescent hydrogels with adjustable fluorescence properties and good mechanical properties is still an urgent need to explore. In this paper, we describe a simple and effective way to synthesize highly luminescent PVA/AM-Ln(DPA)3 double network hydrogels by thiol-Michael addition reaction and in situ polymerization. We firstly synthesized a bifunctional chelating ligand named as 4-(mercaptomethyl)pyridine-2,6-dicarboxylic acid, which can react with electron-deficient carbon-carbon double bonds and effectively sensitize the luminescence of Tb3+ and Eu3+ ions. And then, the luminescent lanthanide complexes were grafted onto the methacrylated polyvinyl alcohol via thiol-Michael addition reaction. Finally, the modified polymers were polymerized with acrylamide monomer to form the luminescent double network hydrogels. The obtained hydrogels possess bright luminescence, long luminescence lifetimes and good mechanical properties. Moreover, the emission colors of the hydrogels are adjustable by varying the molar ratio of Eu3+and Tb3+.

A dipicolinic acid tag for rigid lanthanide tagging of proteins and paramagnetic NMR spectroscopy

A new lanthanide tag was designed for site-specific labeling of proteins with paramagnetic lanthanide ions. The tag, 4-mercaptomethyl-dipicolinic acid, binds lanthanide ions with nanomolar affinity, is readily attached to proteins via a disulfide bond, an