Fmoc PNA Monomers
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Fmoc PNA Monomers

CAS 511534-99-9
Catalog BAT-014340
Molecular Weight 615.65
Molecular Formula C31H33N7O7
Fmoc-PNA-A(Boc)-OH
CAS 186046-82-2
Catalog BAT-008536
Molecular Weight 725.7
Molecular Formula C40H35N7O7
Fmoc-PNA-A(Bhoc)-OH
CAS 172405-61-7
Catalog BAT-014341
Molecular Weight 591.62
Molecular Formula C30H33N5O8
Fmoc-PNA-C(Boc)-OH
CAS 186046-81-1
Catalog BAT-008537
Molecular Weight 701.7
Molecular Formula C39H35N5O8
Fmoc-PNA-C(Bhoc)-OH
CAS 1052677-90-3
Catalog BAT-014342
Molecular Weight 631.65
Molecular Formula C31H33N7O8
Fmoc-PNA-G(Boc)-OH
CAS 186046-83-3
Catalog BAT-014015
Molecular Weight 741.76
Molecular Formula C40H35N7O8
Fmoc-PNA-G(Bhoc)-OH
CAS 169396-92-3
Catalog BAT-008538
Molecular Weight 506.5
Molecular Formula C26H26N4O7
Fmoc-PNA-T-OH
CAS 959151-70-3
Catalog BAT-014343
Molecular Weight 492.49
Molecular Formula C25H24N4O7
Fmoc-PNA-U-OH
CAS 1095275-70-9
Catalog BAT-014347
Molecular Weight 591.62
Molecular Formula C30H33N5O8
Fmoc-PNA-J(Boc)-OH
Catalog BAT-014346
Molecular Weight 701.74
Molecular Formula C39H35N5O8
Fmoc-PNA-J(Bhoc)-OH
CAS 1417611-27-8
Catalog BAT-014345
Molecular Weight 574.63
Molecular Formula C31H34N4O7
Fmoc-PNA-M(Boc)-OH
Catalog BAT-014344
Molecular Weight 684.74
Molecular Formula C40H36N4O7
Fmoc-PNA-M(Bhoc)-OH
CAS 49564-57-0
Catalog BAT-014349
Molecular Weight 230.29
Molecular Formula C46H58N8O13
Fmoc-PNA-D(tetraBoc)-OH
Catalog BAT-014348
Molecular Weight 1371.47
Molecular Formula C82H66N8O13
Fmoc-PNA-D(tetraBhoc)-OH
Catalog BAT-014350
Molecular Weight 476.49
Molecular Formula C25H24N4O6
Fmoc-PNA-E-OH
Catalog BAT-014351
Molecular Weight 505.53
Molecular Formula C26H27N5O6
Fmoc-PNA-P-OH
Catalog BAT-014373
Molecular Weight 491.49
Molecular Formula C26H25N3O7
Fmoc-PNA-Maleimide-OH
Catalog BAT-014374
Molecular Weight 950.96
Molecular Formula C50H46N8O12
Guanidino-G-Clamp-PNA

BOC Sciences offers Fmoc PNA monomers, which are components of PNA oligomers. Fmoc PNA monomers are a class of building blocks or units used in the synthesis of Fmoc-protected peptide nucleic acids (PNAs). Fmoc (fluorenylmethoxycarbonyl) is a protecting group that is used to protect the amino group in PNA monomers. By using Fmoc protecting groups, PNA monomers can be selectively protected and deprotected during synthesis to control monomer condensation and reactions.

Synthesis of Fmoc-protected thiouracil monomer.Fig.1 Synthesis of Fmoc-protected thiouracil monomer. (Sugiyama et al., 2017)

PNA Monomers

PNA monomers are building blocks or units of peptide nucleic acids that are used to construct specific sequences in a PNA molecule. PNA monomers consist of three main components: (1) Nucleotide bases. PNA monomers contain base units similar to those of DNA and RNA, including adenine (A), thymine (T), guanine (G), and cytosine (C). These base units are similar to the bases of DNA and RNA, but there are no glycosyl linkages in PNA. (2) Peptide backbone. The peptide backbone of PNA monomers consists of amino acid units connected by peptide bonds. Common amino acid units include alanine (A), β-isoleucine (β), and dimethylaminoalanine (γ). (3) Side chain protecting groups. In order to control selectivity and reactivity during synthesis, the amino functional groups on PNA monomers usually need to be protected.

How to Prepare PNA from Fmoc PNA Monomer?

First, the required Fmoc PNA monomer, activator, coupling agent, solid phase synthesis scaffold, solvent, etc. are prepared. Then, the Fmoc PNA monomer is dissolved in a suitable solvent, and a deprotectant (e.g., dimethylamino (DMA)) under alkaline conditions is added to remove the Fmoc protecting group from the amino group. Subsequently, the deprotected PNA monomer is subjected to condensation reaction with the PNA chain segments after deprotection in the previous step. The condensation of the monomers is facilitated using appropriate activators and coupling agents (e.g., DIC/NHS). Finally, upon completion of PNA synthesis, a final protection group removal is required to restore the original functional groups of the PNA molecule.

Applications of Fmoc PNA monomers

  • Genetic Diagnostics and Assays

Fmoc PNA monomers can be used to design and synthesize PNA probes, which are highly specific and affinitive and can be used to detect specific sequences in DNA/RNA, such as gene mutations, SNPs (Single Nucleotide Polymorphisms), and so on.

  • Gene Therapy

Fmoc PNA monomers can be used to synthesize PNA primers, which can bind specifically to target DNA sequences and mediate the guidance of gene editing tools (e.g., CRISPR/Cas9 systems) for gene modification and regulation of gene expression.

  • Antimicrobial Therapy

Fmoc PNA monomers can be used in the research and development of antimicrobial therapies. PNA molecules inhibit the growth and replication of target bacteria by binding to their gene sequences and interfering with their gene expression.

  • Biosensors

PNA molecules act as the probe portion of a sensor, which can specifically bind to target molecules (e.g., proteins, nucleic acids, etc.) and provide a detection signal through an appropriate signal transduction mechanism.

  • Drug Delivery and Targeted Therapy

Fmoc PNA monomers can be used to synthesize PNA molecules with drug delivery functions. PNA molecules achieve targeted delivery of drugs or genetic materials by binding to specific cell surface receptors or molecules to improve therapeutic effects.

Reference:

  1. Sugiyama T, et al. PNA monomers fully compatible with standard Fmoc-based solid-phase synthesis of pseudocomplementary PNA[J]. Bioorganic & Medicinal Chemistry Letters, 2017, 27(15): 3337-3341.
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