Boc PNA Monomers

Products

Online Inquiry

Boc PNA Monomers

Creative Peptides' Boc PNA Monomers are highly customized monomers that can be used to synthesize a wide range of PNA molecules.

Browse our catalog below to find your products of interest.

Structure	Product Name / CAS / Cat	Description / Size	Price
	Boc-PNA-C(Z)-OH CAS:144564-94-3 Catalog:BM-001	PNA monomer incorporating a C nucleobase analogue through the Boc protecting group Formula:C24H31N5O8 Formula Weight:503.51 Size:1 g/10 g/25 g/>25 g
	Boc-A(Z)-Aeg-OH CAS:149376-69-2 Catalog:BM-002	PNA monomer incorporating a A nucleobase analogue through the Boc protecting group Formula:C24H29N7O7 Formula Weight:527.53 Size:1 g/5 g/10 g/25 g
	Boc-DAP(Z)-Aeg-OH CAS:BM-004 Catalog:BM-004	Formula:C24H30N8O7 Formula Weight:542.54
	Boc-G(Z)-Aeg-OH CAS:169287-77-8 Catalog:BM-005	PNA monomer incorporating a G nucleobase analogue through the Boc protecting group Formula:C24H29N7O8 Formula Weight:543.53 Size:1 g/5 g/10 g/25 g
	Boc-J(Z)-Aeg-OH CAS:BM-006 Catalog:BM-006	Formula:C23H29N5O8 Formula Weight:503.5
	Boc-T-Aeg-OH CAS:139166-80-6 Catalog:BM-007	PNA monomer incorporating a T nucleobase analogue through the Boc protecting group Formula:C16H24N4O8 Formula Weight:384.38 Size:1 g/5 g/10 g/25 g
	Boc-PNA-ThioU(PMB)-Aeg-OH CAS:BM-008 Catalog:BM-008	Formula:C23H30N4O7S Formula Weight:506.57
	Boc-PNA-D(tetraZ)-OH Catalog:BM-009	Formula:C48H48N8O13 Formula Weight:944.96 Size:1 g/10 g/25 g/>25 g
	Boc-PNA-M(Z)-OH Catalog:BM-010	Formula:C24H30N4O7 Formula Weight:486.53 Size:1 g/5 g
	Boc-PNA-thioU(PMB)-OH CAS:253438-99-2 Catalog:BM-011	Formula:C23H30N4O7S Formula Weight:506.57 Size:1 g/10 g/25 g/>25 g
	Boc-PNA-U-OH CAS:149500-74-3 Catalog:BM-012	Formula:C15H22N4O7 Formula Weight:370.36 Size:1 g/5 g

Introduction

In 1950 and 1960, Merrifield proposed the principle of solid-phase chemical synthesis. At first, Merrifield used benzyloxycarbonyl to protect the alpha-amino group. However, it can induce side reactions. The Boc (t-Butyloxy carbonyl) protecting group was initially used mainly for the protection of amino groups in liquid phase peptide synthesis chemistry. Boc was subsequently developed to increase the yield of deprotection under mild conditions and to form a gas or low boiling point product. Because Boc deprotection can be almost quantified, Boc groups were soon used in solid-phase synthesis methods. Boc groups are widely used in combination with different strategies, such as unstable strategies (e.g. Boc/Z) and orthogonal strategies (e.g. Boc/Fmoc).

PNA was discovered in 1991, and the first T₁₀ oligomers reported were composed of Boc-protected monomers. Thereafter, when A, C and G were prepared, the Z-group was used to protect the extra-ring amino group. Synthesis of PNA based on Boc/Z protection depends on the different acid-labile properties between these two groups.

Fig. 1 Structures of Boc/Z-protected PNA monomers (T. C. A and G).

Advantages of Boc groups

Boc is stable to base hydrolysis and many nucleophilic reagents.
Boc is stable and more sensitive to catalytic hydrogenolysis.
The products produced during acid digestion do not bring about side reactions.
Most Boc amino acids can be crystallized.

References

de la Torre BG; et al. Synthesis of labelled PNA oligomers by a post-synthetic modification approach. Bioorg Med Chem Lett. 2003 Feb 10; 13(3): 391-3.
Manicardi A; et al. PNA bearing 5-azidomethyluracil: a novel approach for solid and solution phase modification. Artif DNA PNA XNA. 2012 Apr-Jun; 3(2): 53-62.

For Research Use Only. Not For Clinical Use.