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Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

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Published on: July 28, 2017

Scalable Membrane Enabled One-Pot Liquid-Phase Oligonucleotide Synthesis.

Ronan Kelly^1,2, Catalina Parga^1,2, Steven Ferguson^1,2,3

¹Department of Chemical and Bioprocess Engineering, University College Dublin, D04 V1W8 Dublin 4, Ireland.

Organic Process Research & Development

|June 26, 2025

Summary

This summary is machine-generated.

A new one-pot liquid-phase oligonucleotide synthesis (OP-LPOS) method uses organic solvent resistant ceramic membranes for efficient production. This approach offers high yields and purity, presenting a scalable alternative to traditional solid-phase synthesis for therapeutic oligonucleotides.

Keywords:

liquid-phase oligonucleotide synthesis membrane nanofiltration oligonucleotide therapeutics organic solvent ultrafiltration

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Area of Science:

Chemical Engineering
Biotechnology
Materials Science

Background:

Solid-phase oligonucleotide synthesis (SPOS) is the current standard for therapeutic oligonucleotide production.
SPOS methods often involve lengthy processes, significant reagent waste, and challenges in scaling up.
There is a need for more efficient and sustainable methods for oligonucleotide manufacturing.

Purpose of the Study:

To introduce a novel one-pot liquid-phase oligonucleotide synthesis (OP-LPOS) route.
To demonstrate the efficacy of organic solvent resistant (OSR) ceramic membranes in OP-LPOS.
To provide a scalable and efficient alternative to SPOS for therapeutic oligonucleotide production.

Main Methods:

Utilized organic solvent nanofiltration (OSN) and ultrafiltration (OSU) ceramic membranes.
Developed a one-pot process integrating coupling, sulfurization, and detritylation steps.
Employed a reversible tethering strategy of growing oligonucleotides to a branched PEG support.

Main Results:

Achieved high stepwise filtration yields (97-100%) for 6mer and 18mer oligonucleotides.
Obtained high crude purity (∼72% for 18mer) using minimal phosphoramidites (1.5 equiv).
Demonstrated efficient purification in 5 diavolumes with high membrane permeance (13 Lm^-2 h^-1 bar^-1).

Conclusions:

OP-LPOS with OSR ceramic membranes is a promising alternative to SPOS for large-scale manufacturing.
This method enhances intermediate product purity and yield while reducing unit operations and cycle times.
The process utilizes scalable membrane systems and commercially available reagents, improving process mass intensity (PMI).