CAS 1040401-18-0

4-(Mercaptomethyl)-2,6-pyridinedicarboxylic acid

Description:

4-(Mercaptomethyl)-2,6-pyridinedicarboxylic acid, identified by its CAS number 1040401-18-0, is a chemical compound featuring a pyridine ring substituted with two carboxylic acid groups and a mercaptomethyl group. This compound is characterized by its ability to form chelates with metal ions due to the presence of both the carboxylic acid and thiol functional groups, which can enhance its utility in coordination chemistry and potential applications in metal ion extraction or remediation. The mercaptomethyl group contributes to its reactivity and may facilitate interactions with biological systems, making it of interest in medicinal chemistry. Additionally, the compound's solubility and stability in various solvents can vary, influencing its practical applications. Its structural features suggest potential roles in catalysis, as well as in the development of pharmaceuticals or agrochemicals, where metal ion interactions are crucial. Overall, the unique combination of functional groups in this compound provides a versatile platform for further research and application in various fields of chemistry.

Formula: C₈H₇NO₄S

InChI: InChI=1S/C8H7NO4S/c10-7(11)5-1-4(3-14)2-6(9-5)8(12)13/h1-2,14H,3H2,(H,10,11)(H,12,13)

InChI key: InChIKey=WSVZILXOOFJPGD-UHFFFAOYSA-N

SMILES: C(O)(=O)C=1N=C(C(O)=O)C=C(CS)C1

Synonyms:

• 2,6-Pyridinedicarboxylic acid, 4-(mercaptomethyl)-
• 4-(Mercaptomethyl)-2,6-pyridinedicarboxylic acid
• 4-(MercaptoMethyl)-
• 4-Mercaptomethyl Dipicolinic Acid

4-Mercaptomethyl Dipicolinic Acid (>90%)

Controlled Product

CAS: 1040401-18-0

Stability Air Sensitive
Applications A Dipicolinic acid tag for rigid lanthanide tagging of proteins and paramagnetic NMR Spectroscopy. The tag, 4-mercaptomethyl-dipicolinic acid, binds lanthanide ions with nanomolar affinity, is readily attached to proteins via a disulfide bond, and avoids the problems of diastereomer formation associated with most of the conventional lanthanide tags.
References Ikegami, T., et al.: J. Biomol. NMR, 29, 339 (2004), Su, X., et al.: Chembiochem., 7, 1599 (2006), Vlasie, M., et al.: Chem.-Eur. J., 13, 1715 (2007),

Formula: C₈H₇NO₄S

Purity: >90%

Color and Shape: Neat

Molecular weight: 213.21

Ref: TR-M225380

4-Mercaptomethyl dipicolinic acid

CAS: 1040401-18-0

4-Mercaptomethyl dipicolinic acid is a polymerized, bifunctional molecule that can be used as a luminescent probe to study the structure and dynamics of proteins. It has been shown to bind to lanthanide ions and has fluorescence properties. 4-Mercaptomethyl dipicolinic acid can be synthesized by a method involving the reaction of mercaptoethanol with sodium dithiocarbamate and copper(II) sulfate in an aqueous solution. This reaction produces two molecules of 4-mercaptomethyl dipicolinic acid for every one molecule of mercaptoethanol used, which then reacts with two molecules of 2,4-dinitrophenol in an aqueous solution. The resulting product is then purified by recrystallization from hot water. The conformational properties of 4-mercaptomethyl dipicolinic acid are dependent on temperature, pH,

Formula: C₈H₇NO₄S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 213.21 g/mol

Ref: 3D-FM25094