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Description
TCI D5931 Fmoc-PNA-A(Bhoc)-OH is a peptide nucleic acid (PNA) monomer carrying the adenine base, used as a building block in the solid-phase synthesis of PNA oligomers. The molecule combines a peptide-like aminoethylglycine backbone with a nucleobase, so that genetic information sequences can be assembled using the peptide chemistry techniques already routine in the laboratory. Its terminal amino group is protected with Fmoc (fluorenylmethyloxycarbonyl), while the exocyclic amine on the adenine ring is protected with Bhoc (benzhydryloxycarbonyl). This combination of protecting groups makes the monomer compatible with Fmoc-based synthesis strategies that avoid strong acid at every chain-elongation cycle.
The characteristic that makes this monomer a preferred choice is its full compatibility with the Fmoc/Bhoc protocol: terminal deprotection using a weak base, and final cleavage from the resin using a comparatively mild acid. This dual protection pattern suppresses side reactions on the adenine ring during repeated coupling steps, so the PNA chain can be extended with cleaner results and easier purification. The electrostatically neutral PNA backbone also gives the resulting oligomers a distinct binding behaviour compared with conventional nucleic acids, which is why researchers select PNA chemistry in the first place.
In Indonesian laboratories, this monomer is typically used in university and institutional research groups working on molecular biology, nucleic acid chemistry, and molecular probe development. It is normally ordered together with the other PNA monomers of the set, coupling reagents, and solid-phase resins so that a complete synthesis cycle can be run. Because it is consumed in small quantities per coupling step, it is generally purchased as part of a planned synthesis campaign rather than kept as a bulk stock item.
Laboratory Applications
Solid-phase PNA oligomer synthesis: supplies the adenine position of the target sequence and couples under standard Fmoc peptide chemistry conditions already established in most synthesis laboratories.
Molecular probe and hybridisation probe preparation: the neutral aminoethylglycine backbone gives assembled PNA probes binding characteristics that differ from conventional oligonucleotide probes made by phosphoramidite chemistry.
Nucleic acid recognition studies: allows researchers to build defined adenine-containing PNA sequences for investigating sequence-specific interaction with complementary nucleic acid strands.
Antisense and gene-targeting research: provides the adenine building block needed when PNA oligomers are designed to recognise specific genetic sequences under study in a research setting.
Method development for Fmoc/Bhoc synthesis protocols: the mild deprotection and cleavage requirements make it suitable for optimising coupling cycles, resin choice, and purification workflows without strong-acid steps.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS Number: 186046-82-2
Catalogue Number: D5931
Category: Chemistry > Chemical Biology > Peptide Chemistry
Pack sizes: available in research-scale packs; please confirm the currently offered size when ordering
Storage: store in a cool place under the conditions stated on the manufacturer's label and Safety Data Sheet
Handling and Storage
Store the monomer in its original tightly closed container in a cool, dry place, protected from moisture and direct light, following the storage conditions stated on the manufacturer's label and Safety Data Sheet. Fmoc- and Bhoc-protected building blocks are best kept dry, since absorbed moisture can interfere with coupling efficiency; allow the container to reach room temperature before opening to prevent condensation on the solid. Weigh and transfer using clean, dry spatulas and glassware, and dissolve in anhydrous solvent immediately before use. Handle in a fume hood with gloves, safety glasses, and a laboratory coat, avoid inhalation of dust, and dispose of residues and contaminated solvent through the laboratory's chemical waste route. Consult the manufacturer's Safety Data Sheet before first use.
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