5856-48-4

Usage

Uses

Used in Biochemical Research:
2',3'-O-ISOPROPYLIDENE-6-THIOINOSINE is used as an intermediate in the synthesis of protein-reactive ATP analogs for affinity labeling. This application is significant because it allows researchers to study the interactions between proteins and ATP, which is a crucial molecule in cellular energy transfer and signal transduction pathways.
In the field of biochemistry, affinity labeling is a valuable technique for identifying and characterizing protein-ligand interactions. By using 2',3'-O-ISOPROPYLIDENE-6-THIOINOSINE as a starting material, researchers can develop ATP analogs that can covalently bind to target proteins, providing insights into the structure, function, and regulation of these proteins.
Additionally, the use of 2',3'-O-ISOPROPYLIDENE-6-THIOINOSINE in the synthesis of ATP analogs can also contribute to the development of novel therapeutic strategies for various diseases, as it may help identify potential drug targets and facilitate the design of targeted therapies.

Upstream product

• 574-25-4 6-thioinosine 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 1359697-42-9 2',3'-O-isopropylidene-5'-O-(di-tert-butylphosphoramidite)-6-(2,4-dinitrophenyl)thioinosine 
• 1359697-38-3 2',3'-O-isopropylidene-6-(2,4-dinitrophenyl)thioinosine 
• 53-83-8 6-thioinosine 5'-monophosphate 

Relevant academic research and scientific papers

Aberrant cyclization affords a C-6 modified cyclic adenosine 5′-diphosphoribose analogue with biological activity in Jurkat T cells

Two nicotinamide adenine dinucleotide (NAD+) analogues modified at the 6 position of the purine ring were synthesized, and their substrate properties toward Aplysia californica ADP-ribosyl cyclase were investigated. 6-N-Methyl NAD+ (6-N-methyl nicotinamide adenosine 5′-dinucleotide 10) hydrolyzes to give the linear 6-N-methyl ADPR (adenosine 5′-diphosphoribose, 11), whereas 6-thio NHD+ (nicotinamide 6-mercaptopurine 5′-dinucleotide, 17) generates a cyclic dinucleotide. Surprisingly, NMR correlation spectra confirm this compound to be the N1 cyclic product 6-thio N1-cIDPR (6-thio cyclic inosine 5′-diphosphoribose, 3), although the corresponding 6-oxo analogue is well-known to cyclize at N7. In Jurkat T cells, unlike the parent cyclic inosine 5′-diphosphoribose N1-cIDPR 2, 6-thio N1-cIDPR antagonizes both cADPR- and N1-cIDPR-induced Ca2+ release but possesses weak agonist activity at higher concentration. 3 is thus identified as the first C-6 modified cADPR (cyclic adenosine 5′-diphosphoribose) analogue antagonist; it represents the first example of a fluorescent N1-cyclized cADPR analogue and is a new pharmacological tool for intervention in the cADPR pathway of cellular signaling.