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Search for "quadracyclic adenines" in Full Text gives 1 result(s) in Beilstein Journal of Organic Chemistry.

Fluorescent nucleobase analogues for base–base FRET in nucleic acids: synthesis, photophysics and applications

Mattias Bood,
Sangamesh Sarangamath,
Moa S. Wranne,
Morten Grøtli and
L. Marcus Wilhelmsson

Beilstein J. Org. Chem. 2018, 14, 114–129, doi:10.3762/bjoc.14.7

. Keywords: B-to-Z-DNA transition; fluorescent base analogues; FRET; netropsin; nucleic acid structure and dynamics; quadracyclic adenines; tricyclic cytosines; Z-DNA; Review Introduction The importance of nucleic acid structure and dynamics in the understanding of vital processes in living organisms has

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Graphical Abstract

Figure 1: a) Angles and unit vectors used to define the relative orientations of the donor and acceptor trans...

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Figure 2: Notable recent examples of fluorescent base analogues. For ^cnA and ^dnA the attachment point to the ...

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Scheme 1: Synthesis of the tricyclic cytosine aromatic core [39]. (a) Ethylene glycol, K₂CO₃, 120 °C, 1 h, 40%; (...

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Scheme 2: Synthesis of protected tC and tC^O deoxyribose phosphonates [41]. (a) Ac₂O, pyridine, rt; (b) 2-mesityle...

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Scheme 3: Synthesis of protected tC_nitro deoxyribose phosphoramidite [14]. a) aq NaOH, 24 h, reflux; b) EtOH, HCl...

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Scheme 4: Improved synthesis of tC and tC derivatives, where R = H, 7-MeO or 8-MeO [47]. a) H₂NNH₂ followed by H₂O...

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Scheme 5: Improved synthesis of tC^O derivatives [47]. a) Ac₂O, pyridine, 16 h, rt, 85%; b) PPh₃, CCl₄, DCM, 5 h, ...

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Scheme 6: Synthesis of protected tC^O ribose phosphoramidite [50]. a) MesSO₂Cl, DIPEA, MeCN, 4 h, rt; b) 2-aminoph...

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Scheme 7: Synthesis of protected deoxyribose qA [51]. a) N-(tert-Butoxycarbonyl)-2-(trimethylstannyl)aniline, (Ph₃...

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Scheme 8: Synthesis of protected deoxyribose qA for DNA SPS [53]. a) AcCl, MeOH, rt, 40 min; b) p-toluoyl chlorid...

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Scheme 9: Synthesis of qA derivatives. a) EtI, Cs₂CO₃, DMF, 4 h, rt, 90%; b) HBPin, Pd(PPh₃)₄, Et₃N, 1,4-diox...

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Scheme 10: Synthesis of quadracyclic adenine base–base FRET pair. a) HCHO, NaOH, MeCN, H₂O, 50 °C, 1 h; b) TBD...

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Figure 3: Absorption and emission of tC (dashed line) and tC^O (solid line) in dsDNA. The absorption below 300...

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Figure 4: Spectral overlap between the emission of qAN1 (cyan) and the absorption of qA_nitro (black) in dsDNA...

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Figure 5: Example of typical FRET efficiency as a function of number of base pairs separating the donor and a...

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Figure 6: FRET efficiency as a function of number of base pairs separating the donor (qAN1) and acceptor (qA_n...

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Review

Published 10 Jan 2018

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