Royal Society of Chemistry

Emerging trends in enzyme inhibition by multivalent nanoconstructs

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01405K, Review ArticleNasreddine Kanfar, Eline Bartolami, Renaud Zelli, Alberto Marra, Jean-Yves Winum, Sebastien Ulrich, Pascal Dumy
This review highlights the recent implementation of multivalent nanoconstructs in enzyme inhibition and discusses the emerging trends in their design and identification.
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Degradation of HaloTag-fused nuclear proteins using bestatin-HaloTag ligand hybrid molecules

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01395J, CommunicationShusuke Tomoshige, Mikihiko Naito, Yuichi Hashimoto, Minoru Ishikawa
We successfully knocked down HaloTag-fused nuclear proteins in living cells by using protein knockdown technology.
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The first total synthesis of (+)-goniothalesacetate and syntheses of (+)-altholactone, (+)-gonioheptolide A, and (-)-goniofupyrone by an asymmetric acetate aldol approach

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01598G, PaperSandeep AnkiReddy, Praveen AnkiReddy, Gowravaram Sabitha
First stereoselective total synthesis of (+)-goniothalesacetate and total synthesis of (+)-altholactone, (+)-gonioheptolide A, and (-)-goniofupyrone have been achieved.
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Synthesis and applications of secondary amine derivatives of (+)-dehydroabietylamine in chiral molecular recognition

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01667C, PaperTiina Laaksonen, Sami Heikkinen, Kristiina Wahala
(+)-Dehydroabietylamine (1a), the novel derivatives (2a-6a) and their NTf2 salts (1b-6b) were tested as chiral NMR solvating agents for the resolution of enantiomers of Mosher's acid and other carboxylic acids, and their n-Bu4N salts.
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Synthesis and investigation of singlet oxygen production efficiency of photosensitizers based on meso-phenyl-2,5-thienylene linked porphyrin oligomers and polymers

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01435B, PaperRehan Khan, Muazzam Idris, Donus Tuncel
Three new Zn(II)-, oligo- and poly(2,5-thienylene)-linked porphyrins, bearing multiple triethylene glycol (TEG) groups were synthesized and their photophysical properties as well as singlet oxygen generation efficiencies have been investigated to elucidate the possibility of their use as a photosensitizer.
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Dual enzyme-responsive "turn-on" fluorescence sensing systems based on in situ formation of 7-hydroxy-2-iminocoumarin scaffolds

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01624J, PaperSylvain Debieu, Anthony Romieu
We herein report a novel class of dual enzyme-responsive fluorogenic probes based on two orthogonal deprotection reactions via the "covalent assembly" principle. Sensing of two different enzymes (hydrolase and nitroreductase) through domino reactions, producing the push-pull backbone of a fluorescent 3-substituted 7-hydroxy-2-iminocoumarin dye, is reported.
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Pd catalyzed insertion of alkynes into cyclic diaryliodoniums: a direct access to multi-substituted phenanthrenes

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01597A, PaperYongcheng Wu, Fuhai Wu, Daqian Zhu, Bingling Luo, Haiwen Wang, Yumin Hu, Shijun Wen, Peng Huang
A series of multi-substituted phenanthrene derivatives were conveniently obtained by the title reaction in a [4 + 2] benzannulation pathway.
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Dithiafulvenyl-substituted phenylacetylene derivatives: synthesis and structure-property-reactivity relationships

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01651G, CommunicationYunfei Wang, Yuming Zhao
A series of regioisomers for dithiafulvenyl-substituted phenylacetylene derivatives was synthesized and characterized to show structure-dependent electronic properties and different reactivities in their oxidized states.
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Helical peptaibol mimics are better ionophores when racemic than when enantiopure

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01652E, CommunicationSarah J. Pike, Jennifer E. Jones, James Raftery, Jonathan Clayden, Simon J. Webb
Short helical peptide foldamers rich in [small alpha]-aminoisobutyric acid (Aib) can transport ions across the membranes of phospholipid vesicles, with racemic mixtures more active than their enantiopure counterparts.
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Irreversible electron attachment - a key to DNA damage by solvated electrons in aqueous solution

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01542A, PaperK. Westphal, J. Wiczk, J. Miloch, G. Kciuk, K. Bobrowski, J. Rak
In an aqueous solution trinucleotides labeled with bromonucleobases are damaged by ionizing radiation induced electrons while native trimers are insensitive to electrons under the same conditions.
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Gold(I) catalysed sequential dehydrative cyclisation/intermolecular [4 + 2] cycloaddition of alkynyldienols onto activated alkynes/alkenes: a facile route to substituted norbornadienes/norbornenes

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01458A, PaperAnasuyamma Uruvakili, G. Gangadhararao, K. C. Kumara Swamy
Gold-catalysed dehydrative cyclisation of alkynyldienols followed by intermolecular [4 + 2] cycloaddition with activated alkynes/alkenes is reported.
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Metal-free aerobic one-pot synthesis of substituted/annulated quinolines from alcohols via indirect Friedlander annulation

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01422K, CommunicationNamrata Anand, Suvajit Koley, B. Janaki Ramulu, Maya Shankar Singh
Metal-free one-pot aerobic synthesis of highly functionalized/annulated quinolines is devised in excellent yields from viable alcohols via indirect Friedlander annulation.
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Synthesis and photophysical properties of pyrene-labeled 3-deaza-2[prime or minute]-deoxyadenosines comprising a non-[small pi]-conjugated linker: fluorescence quenching-based oligodeoxynucleotide probes for thymine identification

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01605C, PaperTatsuya Aso, Koichiro Saito, Azusa Suzuki, Yoshio Saito
ODN probes containing py3zA (1) exhibited remarkable fluorescence quenching only when the opposite base of the complementary strand was thymine.
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Pd(OAc)2-catalysed regioselective alkoxylation of aryl ([small beta]-carbolin-1-yl)methanones via [small beta]-carboline directed ortho-C(sp2)-H activation of an aryl ring

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01500F, PaperShivalinga Kolle, Sanjay Batra
Synthesis of (2-alkoxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone via Pd(OAc)2-catalyzed regioselective alkoxylation of aryl ([small beta]-carbolin-1-yl)methanones employing [small beta]-carboline directed ortho-C(sp2)-H activation of an aryl ring under oxidative conditions is described.
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Correction: Comparison of the reactivity of [small beta]-thiolactones and [small beta]-lactones toward ring-opening by thiols and amines

Org. and Biomol. Chem. - 4 September, 2015 - 14:54
Org. Biomol. Chem., 2015, 13,9324-9324
DOI: 10.1039/C5OB90143J, CorrectionOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Amandine Noel, Bernard Delpech, David Crich
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Correction: Synergism between genome sequencing, tandem mass spectrometry and bio-inspired synthesis reveals insights into nocardioazine B biogenesis

Org. and Biomol. Chem. - 4 September, 2015 - 14:54
Org. Biomol. Chem., 2015, 13,9323-9323
DOI: 10.1039/C5OB90142A, CorrectionOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Norah Alqahtani, Suheel K. Porwal, Elle D. James, Dana M. Bis, Jonathan A. Karty, Amy L. Lane, Rajesh Viswanathan
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Enamine/butadienylborane cycloaddition in the frustrated Lewis pair regime

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01602A, PaperGuo-Qiang Chen, Fatma Turkyilmaz, Constantin G. Daniliuc, Christoph Bannwarth, Stefan Grimme, Gerald Kehr, Gerhard Erker
The dienylborane 2a underwent a stepwise cycloaddition reaction with enamines followed by amidoborane elimination.
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Efficient Rh-catalyzed C-H borylation of arene derivatives under photochemical conditions

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01722J, PaperCharles Beromeo Bheeter, Abhishek Dutta Chowdhury, Rosa Adam, Ralf Jackstell, Matthias Beller
A new catalyst for efficient C-H borylation reactions of (hetero)arenes in the presence of light is described. Various borylated arenes and heteroarenes are obtained in good yield using trans-[Rh(PMe3)2(CO)Cl] as an active photocatalyst and HBPin as an economic boron source under mild conditions.
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Cinchona alkaloid-based chiral catalysts act as highly efficient multifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroolefins

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01351H, PaperVeeramanoharan Ashokkumar, Ayyanar Siva
New pentaerythritol tetrabromide based chiral quaternary ammonium salts have been prepared and used as organocatalysts for enantioselective Michael addition reactions between various nitroolefins and Michael donors under mild reaction conditions with very good chemical yields and ee's.
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Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion

Org. and Biomol. Chem. - 4 September, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01328C, PaperXiang-Yuan Fan, Xiao Jiang, Ying Zhang, Zhen-Bang Chen, Yong-Ming Zhu
An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed.
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