Alkyne-C8-pApG

Product Overview

Alkyne-C8-pApG is a chemically synthesized cap analog designed for site-specific 5′-end modification of mRNA during in vitro transcription (IVT). This dinucleotide analog introduces a C8-alkyne functional group at the 5′-terminus, enabling precise, bioorthogonal conjugation via click chemistry, including both CuAAC (copper-catalyzed) and SPAAC (copper-free) reactions.

Unlike traditional cap structures that solely enhance translation, Alkyne-C8-pApG serves a dual purpose: it stabilizes mRNA and provides a reactive handle for post-transcriptional modifications. This versatility makes it an invaluable tool for researchers aiming to expand the functional capabilities of synthetic mRNA.

Key Features

• 5′-End Functionalization: Incorporates a C8-alkyne group at the mRNA 5′-end during IVT, facilitating site-specific modifications.
• Bioorthogonal Conjugation: Compatible with click chemistry techniques (CuAAC and SPAAC) for attaching various functional moieties.
• Enhanced mRNA Stability: Contributes to increased mRNA stability, which is crucial for therapeutic applications.
• Versatile Applications: Suitable for mRNA labeling, imaging, and the development of RNA-based therapeutics and gene replacement therapies.

Applications

• mRNA Labeling and Imaging: Enables the attachment of fluorescent dyes or other probes for tracking mRNA within biological systems.
• RNA Therapeutics: Facilitates the conjugation of cell-targeting ligands at the 5′-end, expanding the potential for targeted gene therapies.
• Dual-End Modification: Complements existing 3′-end modification techniques, allowing for comprehensive mRNA functionalization.
• Study of mRNA Dynamics: Assists in investigating mRNA stability, translation efficiency, and interactions with proteins.

Advantages Over Existing Technologies

Traditional mRNA modification strategies predominantly focus on the 3′-end, limiting the scope of functionalization and potentially affecting mRNA stability and translation. Alkyne-C8-pApG addresses these limitations by:

• Enabling 5′-End Modifications: Provides a novel approach to mRNA functionalization, allowing for the attachment of various moieties at the 5′-end without compromising mRNA integrity.
• Facilitating Efficient Conjugation: The alkyne group allows for rapid and specific reactions with azide-containing compounds, streamlining the modification process.
• Enhancing Therapeutic Potential: By enabling the addition of targeting ligands or protective groups at the 5′-end, it broadens the applicability of mRNA in therapeutic contexts.

Summary

Alkyne-C8-pApG represents a significant advancement in mRNA technology, offering researchers a robust tool for 5′-end mRNA modification. Its integration of stability enhancement and functionalization capabilities positions it as a critical component in the development of next-generation RNA-based applications.

For more detailed information, please refer to the data sheet.

LITERATURE

A novel route for preparing 5′ cap mimics and capped RNAs: phosphate-modified cap analogues obtained via click chemistry, S. Walczak et al., 2017, Chemical Science, Vol. 8, p. 260-267

https://doi.org/10.1039/C6SC02437H