An Unnatural Hydrophobic Base Pair with Shape Complementarity between Pyrrole-2-carbaldehyde and 9-Methylimidazo[(4,5)-b]pyridine

Mitsui, Tsuneo; Kitamura, Aya; Kimoto, Michiko; To, Taiko Kim; Sato, Akira; Hirao, Ichiro; Yokoyama, Shigeyuki

doi:10.1021/ja028806h

Cited by 121 publications

(82 citation statements)

References 37 publications

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“…The latest research indicated when the adsorbate has similar structures with functional groups of resin selectively, adsorption would be formed based on hydrophobic interaction (20,33). The mother nucleus of all flavonoids mentioned were QCCR's functional group (Fig.…”

Section: Results and Discussion Selective Adsorption Of Flavonoids Onmentioning

confidence: 99%

High Selective Separation of Flavonoids based on Crosslinked Chitosan Resin Grafted by Quercetin

Zhang

Zhou

Wang

et al. 2013

Separation Science and Technology

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In this study, crosslinked chitosan resin grafted by quercetin (QCCR) was used as a novel adsorbent to separate flavonoids. Functional quercetin groups were introduced to the adsorbent matrix, and the hydrophobic interaction occurred when these functional groups in the adsorbent approached the adsorbate with the same ring structure, which enhanced the adsorption selectivity towards flavonoids. The hydrophobic interaction played an important role in the selective adsorption. Atomic force microscopy provided intuitively the spatial conformation and the interactions between flavonoids and QCCR at the molecular level. The influences of functional groups of synthesized adsorbents on the adsorption selectivity and the optimum conditions were investigated in detail. QCCR was considered as an alternative material for obtaining the bioactive flavonoid compounds with high concentration.

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Section: Results and Discussion Selective Adsorption Of Flavonoids Onmentioning

confidence: 99%

High Selective Separation of Flavonoids based on Crosslinked Chitosan Resin Grafted by Quercetin

Zhang

Zhou

Wang

et al. 2013

Separation Science and Technology

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“…Die Verwendung nichtkanonischer Nucleotide zur Bildung eines neuen Watson-Crick-Basenpaars wird bereits ausführlich diskutiert. [205][206][207] Um die Probleme zu umgehen, die mit der Konkurrenz durch Freisetzungsfaktoren in suppressionsbasierten Methoden einhergehen, erforschten Kowal und Oliver [173] …”

Section: Weitere Ansätzeunclassified

“…Ein solches neues DNA-Basenpaar würde den Informationsgehalt der DNA vergrößern, indem es das genetische Alphabet um ein drittes Basenpaar bereichert. [205,206,222] …”

Section: Dna-nucleotid-analogaunclassified

Prolegomena zum experimentellen Engineering des genetischen Codes durch Erweiterung seines Aminosäurerepertoires

Budiša

2004

Angewandte Chemie

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Die Proteinsynthese und ihre Verbindung mit dem genetischen Code spielten lange Zeit eine zentrale Rolle in der Biologie. Der schnelle experimentelle Fortschritt führte im vergangenen Jahrzehnt zu einer nahezu kompletten Beschreibung dieser Prozesse. Weitere wichtige Experimente ergaben Hinweise dafür, dass die natürliche Protein‐Translationsmaschinerie neu programmiert werden kann, um viele nichtkanonische Aminosäuren genetisch zu codieren. Tatsächlich lassen die 20 kanonischen Aminosäuren, die im universellen genetischen Code verwendet werden, viele wünschenswerte Funktionalitäten vermissen, etwa Halogen‐, Keto‐, Cyan‐, Azido‐, Nitroso‐, Nitro‐ oder Silylgruppen sowie CC‐ oder CC‐Bindungen. Die Fähigkeit, genetisch eine derartige chemische Vielfalt zu codieren, wird uns ermöglichen, lebende Zellen wie Bakterien neu zu programmieren, sodass sie maßgeschneiderte Proteine mit vielseitigen Funktionen exprimieren. An der Schnittstelle von Biologie, Chemie und Physik entwickelt sich mit dem Engineering des genetischen Codes ein aufstrebendes Forschungsgebiet.

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“…However, both dF and dZ also elicit natural bases, and so are not suitably orthogonal. Improvements by the Kool and Yokoyama groups have led to the development of pyrrole-2-carbaldehyde (dPa) and 9-methylimidazo[(4,5)-b]pyridine (dQ), which forms a stable base pair in DNA that is effectively replicated and extended, although dPa is still compromised by spurious insertion of dA [97]. These bases are essentially shape-complementary to the natural purine:pyrimidine pairs, and they all possessed minor-groove hydrogen-bonding functionalities.…”

Section: Recoding -Beyond Amber Suppressionmentioning

confidence: 99%

Unnatural Protein Engineering: Producing Proteins with Unnatural Amino Acids

Magliery¹

2005

MCRO

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Less than a decade ago, the ability to generate proteins with unnatural modifications was a Herculean task available only to specialty labs. Recent advances make it possible to generate reasonable quantities of protein with unnatural amino acids both in vitro and in vivo . The combination of solid-phase peptide synthesis and enzymatic or chemoselective ligation now permits construction of entirely-synthetic proteins as large as 25 kD. Incorporation of recombinant fragments (expressed protein ligation) allows unnatural modifications near protein termini in proteins of virtually any size. Site-specific modification of small quantities of protein at any position can be achieved using chemically-acylated tRNA. Microelectroporation now extends this method to cells like mammalian neurons, and combination with RNAdisplay makes unnatural proteins compatible with combinatorial methods. Widespread or residue-specific methods of amino acid replacement are especially suitable for the production of biomaterials, and bacteria have been engineered to expand the repertoire of amino acids available for this technique. Excitingly, the wholesale addition of engineered tRNAs and synthetases to bacteria and yeast now makes site-specific incorporation of unnatural amino acids possible in living cells with no chemical intervention. Methods of expanding the genetic code at the nucleic acid level, including 4-base codons and unnatural base pairs, are becoming useful for the addition of multiple amino acids to the genetic code. These recent advances in unnatural protein engineering are reviewed with an eye toward future challenges, including methods of creating nonpeptidic molecules using templated synthesis.

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An Unnatural Hydrophobic Base Pair with Shape Complementarity between Pyrrole-2-carbaldehyde and 9-Methylimidazo[(4,5)-b]pyridine

Cited by 121 publications

References 37 publications

High Selective Separation of Flavonoids based on Crosslinked Chitosan Resin Grafted by Quercetin

High Selective Separation of Flavonoids based on Crosslinked Chitosan Resin Grafted by Quercetin

Prolegomena zum experimentellen Engineering des genetischen Codes durch Erweiterung seines Aminosäurerepertoires

Unnatural Protein Engineering: Producing Proteins with Unnatural Amino Acids

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