Org. and Biomol. Chem.

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Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01958J, PaperRobert Madsen, Stig Holden Christensen, Esben Paul Krogh Olsen, Jascha Rosenbaum
A variety of primary alcohols have been investigated as convenient substrates for the ex situ delivery of carbon monoxide and molecular hydrogen in a two-chamber reactor. The gaseous mixture is...
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Indole-Based Novel Small Molecules for the Modulation of Bacterial Signalling Pathways

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02096K, PaperNripendra Nath Biswas, Samuel Kutty, Nicolas Barraud, George M Iskander, A/Prof Renate Griffith, Scott Rice, Mark DP Willcox, David StClair Black, Naresh Kumar
Gram-negative bacteria such as Pseudomonas aeruginosa use N-acylated L-homoserine lactones (AHLs) as autoinducers (AIs) for quorum sensing (QS), a major regulatory and cell-to-cell communication system for social adaptation, virulence factor...
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Selective detection of Al3+ and citric acid with a fluorescent amphiphile

19 November, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB02095B, PaperZiya Kostereli, Kay Severin
The assembly and disassembly of a fluorescent amphiphile by Al3+ and citrate, respectively, can be used to sense these analytes by fluorescence spectroscopy.
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A Mild Copper-catalyzed Aerobic Oxidative Thiocyanation of Arylboronic Acids with TMSNCS

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02208D, CommunicationNan Sun, Liusheng Che, Weimin Mo, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
A facile and efficient transformation of arylboronic acids to their corresponding arylthiocyanates has been successfully developed. Based on the CuCl-catalyzed oxidative cross-coupling reaction between arylboronic acids and trimethylsilylisothiocyanate (TMSNCS) under...
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Bioorthogonal labelling of 3-nitrotyrosine in peptides and proteins through diazotisation mediated azidation

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02133A, CommunicationJohn Yee Ng, Jason Wing Hon Wong
A new chemical derivatisation method to functionalise peptide and protein bound 3-nitrotyrosine residues is described. By transforming 3-nitrotyrosine to 3-azidotyrosine, the method enables 'click chemistry'-based labelling of the 3-nitrotyrosine residues...
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Cationic dialkylarylphosphates: new family of bio-inspired cationic lipids for gene delivery.

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01770F, PaperPaul-Alain Jaffres, Stephanie Sandra Le Corre, Nawal Belmadi, Mathieu Berchel, Tony Le GAll, Jean-Pierre Haelters, Pierre Lehn, Tristan Montier
In this work, that aims to synthesize and evaluate new cationic lipids as vectors for gene delivery, we report the synthesis of a series of cationic lipids in which a...
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Bleomycin-induced trans lipid formation in cell membranes and in liposome models

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01924E, PaperAysegul Cort, Tomris Ozben, Anna Sansone, Sebastian Barata-Vallejo, Chryssostomos Chatgilialoglu, C Ferreri
Cell cultures of NTera-2 cells incubated with bleomycin and liposomes as biomimetic models of cell membranes were used for examining novel aspects of drug-metal induced reactivity with unsaturated lipids under...
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Determination of the Absolute Configuration of Phosphinic Analogues of Glutamate

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01960A, PaperBruno Commare, Delphine Rigault, Isabelle Lemasson, Patrick Deschamps, Alain Tomas, Pascal ROUSSEL, Isabelle Brabet, Cyril Goudet, Jean Phillippe Pin, Frederic R. Leroux, Francoise COLOBERT, Francine Acher
A series of phosphinic glutamate derivatives (e.g. LSP1-2111) have proved to be potent agonists of metabotropic glutamate (mGlu) receptors and shown promising in vivo activity. However, so far all were...
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Allylic and Benzylic sp3 C-H Oxidation in Water

19 November, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02017K, PaperWei-Jie Ang, Yulin Lam
A copper-catalyzed method for the oxidation of allylic and benzylic sp3 C-H by aqueous tert-butyl hydroperoxide (TBHP) in water using a recyclable fluorous ligand has been developed. The reaction procedure...
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Self-organizing behaviour of glycosteroidal bolaphiles: insights into lipidic microsegregation

19 November, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB02191F, PaperR. Xu, F. Ali-Rachedi, N. M. Xavier, S. Chambert, F. Ferkous, Y. Queneau, S. J. Cowling, E. J. Davis, J. W. Goodby
The synthesis of glycosteroidal bolaphile biomimics are described along with the liquid-crystalline behaviours as a function of increasing aliphatic composition.
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Palladium(0)-catalyzed synthesis of cyclic glucosides

19 November, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01975J, PaperXin Huang, Chunling Fu, Shengming Ma
A highly regio- and stereo-selective synthesis of cyclic [small beta]-D-glucosides 3 via Pd(0)-catalyzed coupling cyclization of allenyl [small beta]-D-glucoside 1 and organic iodides in 20-38% yields is reported.
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Post-synthesis DNA Modifications Using a trans-Cyclooctene Click Handle

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02031F, PaperKe Wang, Danzhu Wang, Kaili Ji, Weixuan Chen, Yueqin Zheng, Chaofeng Dai, Binghe Wang
Post-synthesis DNA modification is a very useful method for DNA functionalization. This is achieved by using a modified NTP, which has a handle for further modifications, replacing the corresponding natural...
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Virtual screening and biological evaluation of novel small molecular inhibitors against protein arginine methyltransferase 1 (PRMT1)

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9665-9673
DOI: 10.1039/C4OB01591F, PaperYiqian Xie, Ran Zhou, Fulin Lian, Yan Liu, Limin Chen, Zhe Shi, Naixia Zhang, Mingyue Zheng, Bairong Shen, Hualiang Jiang, Zhongjie Liang, Cheng Luo
Two novel inhibitors against PRMT1 were identified through virtual screening and biochemical assays. Their binding with PRMT1 was validated and they also displayed an anti-proliferation effect in three cancer cell lines.
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Copper-catalysed intramolecular O-arylation: a simple and efficient method for benzoxazole synthesis

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9696-9701
DOI: 10.1039/C4OB02068E, PaperFengtian Wu, Jie Zhang, Qianbing Wei, Ping Liu, Jianwei Xie, Haojie Jiang, Bin Dai
An efficient protocol has been developed for the copper-catalysed intramolecular cyclization of N-(2-iodo-/bromo-/chloro-phenyl)benzamides for the synthesis of 2-substituted benzoxazoles.
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Total synthesis and biological evaluation of the natural product (-)-cyclonerodiol, a new inhibitor of IL-4 signaling

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9707-9715
DOI: 10.1039/C4OB02021A, PaperJens Langhanki, Kristina Rudolph, Gerhard Erkel, Till Opatz
The sesquiterpene (-)-cyclonerodiol is a specific inhibitor of IL-4 induced STAT6 signaling and is readily available from (-)-linalool.
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Aryl-palladium-NHC complex: efficient phosphine-free catalyst precursors for the carbonylation of aryl iodides with amines or alkynes

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9702-9706
DOI: 10.1039/C4OB01878H, PaperChunyan Zhang, Jianhua Liu, Chungu Xia
A series of aryl-palladium-NHC compounds was prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize [small alpha]-keto amides and alkynones was examined.
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An efficient reagent for covalent introduction of alkynes into proteins

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9528-9531
DOI: 10.1039/C4OB01873G, CommunicationJie Zhang, Dejun Ma, Dawei Du, Zhen Xi, Long Yi
This work reports an efficient reagent for covalent introduction of alkynes into the surface of proteins and viruses under mild conditions.
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Silver(I)-catalyzed annulation for the regioselective synthesis of N-imino-[gamma]-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9514-9518
DOI: 10.1039/C4OB02020K, CommunicationYu Zhu, Xin-Rui Shen, Hai-Tao Tang, Min Lin, Zhuang-Ping Zhan
A regioselective efficient synthetic approach to N-imino-[gamma]-carbolinium ylides via AgOTf-catalyzed iminoannulation from indole derivatives and propargylic alcohols has been developed.
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Silver-mediated oxidative vinylic C-H bond sulfenylation of enamides with disulfides

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9519-9523
DOI: 10.1039/C4OB01970A, CommunicationLuo Yang, Qing Wen, Fuhong Xiao, Guo-Jun Deng
A silver-mediated oxidative vinylic C-H bond sulfenylation of enamides was developed. This method is compatible with diaryl and dialkyl disulfides to deliver the biologically precious chalcogenated olefins efficiently. A plausible non-chain radical mechanism was proposed for understanding this novel sulfenylation based on the mechanistic studies.
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Synthesis and biological evaluation of (-)-kainic acid analogues as phospholipase D-coupled metabotropic glutamate receptor ligands

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9638-9643
DOI: 10.1039/C4OB02002B, PaperChiara Zanato, Sonia Watson, Guy S. Bewick, William T. A. Harrison, Matteo Zanda
A "click" 4-(1,2,3-triazolyl)-kainate derivative and its biotinylated version potently increase stretch-induced afferent firing in muscle spindles, probably acting through a hitherto uncloned phospholipase D (PLD)-coupled mGlu receptor.
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