External reversible control of recognition behavior of alpha‐peptide ribonucleic acid (α‐PRNA) through anti‐syn orientational switching of the nucleobase induced by borate esterification of the cis‐2′,3′‐diol

Abstract

A novel nucleic acid model using peptide ribonucleic acid (PRNA), which contains 5'-amino-5'-deoxypyrimidine ribonucleoside as a recognition site for nucleic acids, has been designed, synthesized and applied to the external reversible control of recognition behavior of the complementary polynucleotide through the orientational switching of the nucleobase induced by borate.

G4-Quartet·M+ Borate Hydrogels

“…As shown in Figure , at temperatures below 25 °C, we observed a single peak at δ 6.01 ppm (with BF 3 ·O­(C 2 H 5 ) 2 as reference). On the basis of our previous work with nucleoside-borate esters and literature precedent, we assigned this 11 B NMR signal to the GB monoester 2 . ,− As the temperature was increased, a second 11 B NMR peak at δ 10.83 ppm began to appear and increase in relative intensity. We assigned this signal at δ 10.83 ppm to the GB diesters 3 / 4 , again based on literature precedent.…”

“…ThT 6 is a benzothiazolium derivative that has been used as a selective indicator for G-quadruplex DNA. − Upon binding to G-quadruplex DNA, ThT 6 displays a strong enhancement in fluorescence. Because this ThT assay is established for G-quadruplex DNA, − we reasoned that this protocol might be useful for identifying G4-quartet assembly by guanosine itself.…”

A G4·K+ hydrogel that self-destructs

“…S3, ESI †) and 2 0 ,3 0 -borate esters of nucleosides are known to favor the syn conformation. [29][30][31][32] Mass spectrometry and NMR spectroscopy confirmed that 5 0 -cG 3 was formed in situ when samples were heated to 90 1C. First, ESI-MS analysis (Fig.…”