Method for Solid-Phase-Supported Synthesis of Phosphate-Bridged Nucleoside Conjugates

Simple SummaryContent extracted from patent full text and abstract with AI.

This patent describes a solid-phase method for efficiently producing phosphate-bridged nucleoside conjugates, such as dinucleoside polyphosphates, nucleotide sugars, and phosphorylated nucleoside analogs. The invention employs a cycloSaligenyl nucleotide, immobilizes it on a polymer resin (solid phase) using a linker, then reacts it with various nucleophiles (e.g., phosphates, pyrophosphates, sugars, nucleosides) to build the desired conjugates, which are subsequently cleaved off for collection. This process allows for simple, rapid, and high-yield synthesis of various biologically significant molecules.

Use CasesContent extracted from patent full text and abstract with AI.

• Synthesis of nucleoside diphosphates and triphosphates for use in biochemical research and diagnostics
• Production of nucleotide sugars for studying glycosylation, metabolic pathways, and as enzyme substrates
• Manufacturing of dinucleoside polyphosphates, which play regulatory and signaling roles in cells
• Development of prodrugs by synthesizing phosphorylated nucleoside analogs for pharmaceutical applications, such as antiviral or anticancer agents
• Facilitating structure-activity relationship studies by generating nucleotide conjugate libraries

BenefitsContent extracted from patent full text and abstract with AI.

• Higher yields and purity of phosphate-bridged nucleoside conjugates compared to traditional solution-phase methods
• Scalable and efficient production made possible by solid-phase synthesis techniques, minimizing purification challenges
• Broad applicability to many types of nucleosides and nucleophile partners, including modified or sensitive analogs
• Robustness against hydrolysis and other side-reactions due to controlled conditions and immobilization
• Simplifies product isolation, as unwanted reagents and byproducts can be readily washed away from the solid support
• Enables the preparation of complex and biologically-relevant molecules important for research, therapeutics, and diagnostics

Technical Classifications (CPCs)

Inventors & Applicants

Patent Abstract

The invention relates to a method for producing phosphate-bridged nucleoside conjugates. In the method, a cyclosaligenyl nucleotide is produced first, to which a linker is added, which is used to perform the immobilization on a solid phase. A subsequent reaction with corresponding nucleophiles results in the desired phosphate-bridged nucleoside conjugates, which can then again be cleaved from the solid phase-bound linker.