Optimization of synthetic route to PNA-T-OH monomers

Download

index.pdf

Date

2018-01-01

Author

ALPTÜRK, ONUR
YEŞILBAŞ, SEVCAN
SARIOĞLU, GÖZDE
KARAÇAYLI, ASLI
SAYLAM, AYTÜL
Özçubukçu, Salih

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

128
views

51
downloads

Peptide nucleic acids are synthetic molecules crafted to mimic natural nucleic acids, and thus, they are widely utilized in many chemical, and, biomedical applications. Although there exist many approaches to synthesize monomers to date, there is still room to improve these methodologies. With this motivation, we compared some widely utilized synthetic routes to obtain N-Boc-PNA-T-OH, and N-Fmoc-PNA-T-OH. Our results indicate that N-Bocethylenediamine is the most pivotal intermediate in the chemistry of PNA, and synthetic route commencing with this material affords these two PNA monomers in relatively high yield, and purity, while being very reproducible.

Subject Keywords

Peptide nucleic acid, Monomer synthesis, Optimization

URI

https://hdl.handle.net/11511/37812

Journal

Journal of the Turkish Chemical Society, Section A: Chemistry

DOI

https://doi.org/10.18596/jotcsa.380410

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

The effect of aromatic diboronic acid on characteristics of polybenzoxazine based on phenol and 4-aminomethylbenzoate İPEK, HALİL; Hacaloğlu, Jale (2018-11-23) In this study, a polybenzoxazine, (PPab) based on phenol and 4-aminomethyl benzoate and its composites containing various amounts of 1,4-benzene diboronic acid, (BDBA) were synthesized by stepwise curing. It has been determined that both thermal stability and char yield were increased as the amount of BDBA incorporated was increased. The improvements in thermal characteristics were associated with condensation reactions of B-OH of BDBA and not only with hydroxyl groups of polybenzoxazine but also ester grou...
Analysis of motifs in microRNA-transcription factor gene regulatory networks Sürün, Bilge; Acar, Aybar Can; Purutçuoğlu Gazi, Vilda; Department of Bioinformatics (2014) MicroRNAs are small non-coding RNA molecules which contain 21-25 nucleotides, and function in post transcriptional regulation by inhibiting the translation of mRNA targets. miRNAs typically affect gene regulation by forming composite feed forward circuits (cFFCs) which also comprise a transcription factor (TF) and a target gene. By analyzing these cFFCs, the contribution of miRNAs in altering TF networks can be revealed. These contributions could either be the de-escalation of the target gene repertoire or ...
Effects of aromatic diboronic acid on thermal charateristics of polybenzoxazines based on phenol and aniline Telli, Aysegul Hisar; Hacaloğlu, Jale (2018-11-01) In this work, polybenzoxazines based on phenol and aniline were prepared by curing as-synthesized and purified monomers in the presence of aromatic diboronic acid, BDBA. Condensation reactions between BOH groups of diboronic acid and phenolic OH groups of benzoxazine took place during curing only when unreacted phenol, or low mass oligomers were present in the medium. Generation of fragments involving B-O-C groups and significant improvement in thermal characteristics were detected upon curing the as-synthe...
Synthesis of new pyrrole derivatives from npropargylic β-enaminones Kanova, Nilay; Zora, Metin; Department of Chemistry (2020) Heterocyclic compounds are a momentous area of synthetic organic chemistry because of their existence in bioactive molecules. Pyrroles, which are one of the most important classes of heterocyclic compounds, have great importance in pharmaceutical chemistry due to their biological activities. Having these characteristics makes them drawn attention of most chemists to develop new methodologies for the synthesis of pyrroles. Recently, the cyclization of Npropargylic β-enaminones has been used for the synthesis...
Development of novel asymmetric catalysts for various transformations and investigation of a rearrangement reaciıon Yazıcıoğlu, Emre Yusuf; Tanyeli, Cihangir; Department of Chemistry (2010) A new class of pyridine and sulfur containing chiral compounds are synthesized. Camphor sulfonyl chloride is chosen as a valuable chiral starting compound. In our synthetic strategy, sulfonylchloride moiety is first reduced to corresponding thiol compound by using triphenylphosphine and then the resultant thiol will be converted to various alkyl, aryl substituted derivatives. The second part of our strategy includes the pyridine ring construction on the carbonyl side of camphor with the formation of β-hydro...

Citation Formats

O. ALPTÜRK, S. YEŞILBAŞ, G. SARIOĞLU, A. KARAÇAYLI, A. SAYLAM, and S. Özçubukçu, “Optimization of synthetic route to PNA-T-OH monomers,” Journal of the Turkish Chemical Society, Section A: Chemistry, pp. 457–468, 2018, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37812.