5843-59-4

Usage

Uses

Used in Pharmaceutical Industry:
6-CHLOROPURINE RIBOSIDE-5'-O-MONOPHOSPHATE SODIUM SALT is used as a pharmaceutical agent for its anticancer activity. It is employed in research and development for its potential to target and combat cancer cells, both in laboratory settings and within living organisms.
Used in Cancer Research:
In the field of cancer research, 6-CHLOROPURINE RIBOSIDE-5'-O-MONOPHOSPHATE SODIUM SALT serves as a valuable tool for studying the mechanisms of cancer growth and progression. Its application aids scientists in understanding how cytokinin nucleotides can be leveraged to develop novel therapeutic strategies against various types of cancer.
Used in Drug Development:
6-CHLOROPURINE RIBOSIDE-5'-O-MONOPHOSPHATE SODIUM SALT is utilized in drug development as a potential lead compound for creating new anticancer medications. Its unique properties as a cytokinin nucleotide make it a promising candidate for further exploration and optimization to enhance its efficacy and safety in treating cancer.

InChI:InChI=1/C10H12ClN4O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

Upstream product

• 532-20-7 D-Ribose 
• 87-42-3 6-chloro-7H-purine 
• 2004-06-0 6-Chloropurine riboside 
• 39824-26-5 6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine 

Downstream Products

• 81046-97-1 C₂₆H₃₅N₆O₁₅P₃^(4-)*4Na⁽¹⁺⁾ 
• 81046-96-0 C₂₄H₃₁N₆O₁₅P₃^(4-)*4Na⁽¹⁺⁾ 
• 81046-95-9 C₂₂H₂₇N₆O₁₅P₃^(4-)*4Na⁽¹⁺⁾ 
• 81046-94-8 C₂₀H₂₃N₆O₁₅P₃^(4-)*4Na⁽¹⁺⁾ 
• 81035-24-7 C₁₆H₂₆N₆O₁₃P₃^(3-)*3Na⁽¹⁺⁾ 
• 81035-35-0 {6-[(6-{[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-methyl-amino}-hexyl)-methyl-carbamoyl]-hexyl}-carbamic acid benzyl ester 
• 81035-33-8 {6-[(4-{[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-methyl-amino}-butyl)-methyl-carbamoyl]-hexyl}-carbamic acid benzyl ester 
• 81035-32-7 (5-{6-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-hexylcarbamoyl}-pentyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Reagents and methods for sirtuin capture

The invention provides a method of preparing a sirtuin complex, a method for detecting a sirtuin in a sample, and a method of screening for compounds which inhibit the deacetylase activity of a sirtuin. The method includes (a) providing a sirtuin substrate having the formula: (b) providing NAD+ or an NAD+ analog having the formula: and (c) providing a sirtuin, wherein R1-R4, A1, A2, and n are as defined herein.

REAGENTS AND METHODS FOR SIRTUIN CAPTURE

The invention provides a method of preparing a sirtuin complex. The invention also provides a method of detecting a sirtuin in a sample comprising use of the aforesaid sirtuin complex.

Mechanism-based affinity capture of sirtuins

The ability to probe for catalytic activities of enzymes and to detect their abundance in complex biochemical contexts has traditionally relied on a combination of kinetic assays and techniques such as western blots that use expensive reagents such as antibodies. The ability to simultaneously detect activity and isolate a protein catalyst from a mixture is even more difficult and currently impossible in most cases. In this manuscript we describe a chemical approach that achieves this goal for a unique family of enzymes called sirtuins using novel chemical tools, enabling rapid detection of activity and isolation of these protein catalysts. Sirtuin deacetylases are implicated in the regulation of many physiological functions including energy metabolism, DNA-damage response, and cellular stress resistance. We synthesized an aminooxy-derivatized NAD+ and a pan-sirtuin inhibitor that reacts on sirtuin active sites to form a chemically stable complex that can subsequently be crosslinked to an aldehyde-substituted biotin. Subsequent retrieval of the biotinylated sirtuin complexes on streptavidin beads followed by gel electrophoresis enabled simultaneous detection of active sirtuins, isolation and molecular weight determination. We show that these tools are cross reactive against a variety of human sirtuin isoforms including SIRT1, SIRT2, SIRT3, SIRT5, SIRT6 and can react with microbial derived sirtuins as well. Finally, we demonstrate the ability to simultaneously detect multiple sirtuin isoforms in reaction mixtures with this methodology, establishing proof of concept tools for chemical studies of sirtuins in complex biological samples.

Five-component cascade synthesis of nucleotide analogues in an engineered self-immobilized enzyme aggregate

(Chemical Equation Presented) Pathway in a particle: A five-enzyme biosynthetic pathway was self-immobilized to form a single biocatalyst for generation of purine nucleotide analogues from d-ribose. This method provides an alternative to engineering biosynthetic pathways in whole cells that obviates problems associated with toxicity, transport and genetic regulation.