Fmoc-PNA-C(Boc)-OH is a peptide nucleic acid monomer that pairs a Boc-protected cytosine base with an Fmoc-protected backbone. The structure supports synthesis of hybridization-competent PNAs for biophysical studies. Researchers use it to examine base-pairing stability and backbone rigidity. Its dual protection ensures precise control in assembly reactions.
CAT No: R2103
CAS No:172405-61-7
Synonyms/Alias:Fmoc-PNA-C(Boc)-OH;SCHEMBL14308496;172405-61-7;
Fmoc-PNA-C(Boc)-OH is a synthetic monomer designed for peptide nucleic acid (PNA) synthesis, featuring an Fmoc-protected amino terminus and a Boc-protected cytosine nucleobase. As a key building block in the assembly of PNA oligomers, this compound combines the structural versatility of synthetic peptides with the base-pairing properties of nucleic acids. Its unique chemical architecture enables researchers to construct sequence-specific PNA probes and analogs, which are valued for their high binding affinity and remarkable stability when hybridized to complementary DNA or RNA strands. The utility of Fmoc-PNA-C(Boc)-OH extends across a variety of applications in molecular biology, chemical biology, and biotechnological innovation, making it an essential reagent for laboratories engaged in advanced nucleic acid research.
Custom PNA Oligomer Synthesis: The primary application of Fmoc-PNA-C(Boc)-OH is in the stepwise solid-phase synthesis of peptide nucleic acids. Its Fmoc-protected amino group allows for controlled chain elongation using standard Fmoc chemistry, while the Boc-protected cytosine base ensures orthogonal deprotection strategies. This monomer enables precise incorporation of cytosine residues at defined positions within PNA sequences, facilitating the design and assembly of custom oligomers for sequence-specific hybridization studies, molecular diagnostics, and antisense research.
Molecular Recognition Studies: The use of this PNA monomer is instrumental in the development of probes for studying nucleic acid recognition and binding. By incorporating cytosine-containing PNA units, researchers can systematically investigate base-pairing specificity, mismatch discrimination, and hybridization kinetics. These studies provide critical insights into the molecular mechanisms governing nucleic acid interactions, which are foundational for advancing technologies such as PNA-based biosensors and molecular detection platforms.
Genetic Diagnostics Research: Fmoc-PNA-C(Boc)-OH contributes to the development of PNA probes and clamps for genetic analysis workflows. Its incorporation into PNA oligomers enhances the affinity and specificity of hybridization to target DNA or RNA sequences, even in the presence of single-nucleotide polymorphisms or challenging sequence contexts. This property is particularly valuable for the design of tools used in mutation detection, single-base discrimination, and the identification of genetic variations in research settings.
Antisense and Gene Modulation Studies: The synthetic flexibility offered by this monomer supports the creation of PNA analogs for antisense applications. PNAs synthesized with Fmoc-PNA-C(Boc)-OH can bind complementary nucleic acid targets with high affinity, enabling the modulation of gene expression at the transcriptional or translational level in experimental systems. Such applications are central to elucidating gene function, studying regulatory elements, and developing new approaches for gene silencing or editing in model organisms.
Bioconjugation and Functionalization: The chemical structure of Fmoc-PNA-C(Boc)-OH allows for its integration into multifunctional PNA constructs designed for bioconjugation. By incorporating this monomer, researchers can generate PNA sequences that are subsequently modified with labels, fluorophores, or affinity tags through established conjugation chemistries. These functionalized PNAs are invaluable in applications such as cellular imaging, affinity purification, and the development of advanced molecular tools for probing nucleic acid-protein interactions in vitro and in situ.
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