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Photophysical and structural investigation of PyA-modified adenine cluster: its potential use for fluorescent DNA probes exhibiting distinct emission color changes

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01159K, PaperKi Tae Kim, Wooseok Heo, Taiha Joo, Byeang Hyean Kim
In this study, we found PyA-modified adenine cluster (A-Cluster), a minimum fluorescent unit for significant emission wavelength changes, and investigated its photophysical and structural properties. The basic A-Cluster unit was...
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A [3+2]-annulation approach to tetrasubstituted furans from MBH-carbonates of acetylenic aldehydes via sequential substitution/cycloisomerization

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00989H, PaperRaji reddy Chada, Siddique Zabeeh Mohammed, Kumaraswamy Paridala
A novel metal-free approach to construct the tetrasubstituted furans from Morita-Baylis-Hillman (MBH)-carbonates of acetylenic aldehydes has been developed. This strategy involves the cascade nucleophilic substitution/5-exo-dig-cycloisomerization of MBH-carbonates with 1,3-dicarbonyl compounds...
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Small polyanion recognition of triazolium cyclodextrin click cluster in water

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00999E, PaperHoa Thi Le, Seung Cheol Park, Chulhun Kang, Choonwoo Lim, Tae Woo Kim
In order to detect small polyanions (sPAs), which play important roles in many biological systems, a triazolium cyclodextrin click cluster (5, hexakis{6-(3-methyl-4-hydroxymethyl-1H-1,2,3-triazolium-1-yl)-6-deoxy}-[small alpha]-cyclodextrin iodide) was synthesized and characterized. The competition binding...
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Arylene Ethynylene Macrocycles: From Molecular Hosts to Components of High-Performance Supramolecular Architectures

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01101A, PerspectiveMerry K Smith, Ognjen S. Miljanic
Supramolecular chemistry of conjugated and conformationally rigid arylene ethynylene macrocycles (AEMs) has been the subject of increasing recent interest. AEMs are suited to function as supramolecular building blocks and hosts...
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Short and Highly Efficient Synthesis of Lipid Peroxidation Inhibitor Pyrrolostatin and Some Analogues Thereof

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01066G, CommunicationJens Schmidt, Juliane Adrian, Christian B. W. Stark
A highly efficient and scalable synthesis of potent lipid peroxidation inhibitor pyrrolostatin is reported (4 steps, 48%). In addition to the synthesis of the natural product, strategies for the preparation...
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Phenalenones: Insight into the biosynthesis of polyketides from the marine alga-derived fungus Coniothyrium cereale

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00844A, PaperGabriele M. Konig, Stefan Kehraus, Joern Piel, Alexander Brachmann, Mamona Nazir, Fayrouz El Maddah, Ekaterina Egereva
The marine alga-derived fungus Coniothyrium cereale is a prolific producer of phenalenones. These polyketides were shown to possess antimicrobial effects and inhibitory activity towards the protease human leucocyte elastase (HLE)....
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Palladium-Catalyzed Direct C-H Arylations of Dioxythiophenes Bearing Reactive Functional Groups: A Step-Economical Approach for Functional [small pi]-Conjugated Oligoarenes

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00705D, PaperChing-Yuan Liu, Hui Chong, Hsing-An Lin, Yoshiro Yamashita, Bin Zheng, Kuo-Wei Huang, Daisuke hashizume, Hsiao-hua Yu
A Pd-catalyzed and single-step C-H arylation of dioxythiophene derivates bearing unprotected reactive functional groups (-OH, -COOH, -N3) in a phosphine-free manner has been developed. Various dioxythiopene-based oligoarenes with extended [small pi]-conjugation...
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Lysosome targeting fluorescence probe for imaging intracellular thiols

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00889A, CommunicationDnyaneshwar Kand, Tanmoy Saha, Mayurika Lahiri, Pinaki Talukdar
A BODIPY-based fluorescence turn-on probe, exhibiting high selectivity and sensitivity towards intracellular thiols with excellent lysosomal localization is reported. Probe displayed fast response towards biothiols in aqueous solution. Localization of...
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Discrimination of the prochiral hydrogens at the C-2 position of n-alkanes by methane/ammonia monooxygenase family proteins

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00640F, PaperAkimitsu Miyaji, Teppei Miyoshi, Ken Motokura, Toshihide Baba
The selectivity of ammonia monooxygenase from Nitrosomonas europaea (AMO-Ne) for the oxidation of C4-C8n-alkanes to the corresponding alcohol isomers was examined to show the ability of AMO-Ne to recognize...
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One-pot synthesis of spiropyrroloquinoline-isoindolinone and their aza-analogs via Ugi-4CR/ metal-free intramolecular bis-annulation process

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01095K, PaperMehdi Ghandi, Nahid Zarezadeh, Alireza Abbasi
This presentation discloses a novel concise one-pot synthesis of a series of spiropyrroloquinoline isoindolinone and spiropyrroloquinoline aza-isoindolinone scaffolds. The reaction proceeds by combination of an Ugi four-component reaction (4CR) and...
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Facile and Regioselective Synthesis of 1-Tetralones via Silver-Catalyzed Ring Expansion

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01222H, CommunicationChen Zhu, Jiajia Yu, Huijun Zhao, Shuguang Liang, Xiaoguang Bao
A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and...
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Efficient One-pot Synthesis of 5-Perfluoroalkylpyrazoles by Cyclization of Hydrazone Dianions

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01151E, PaperNgoc Thang, Syeda Ejaz, Tran Quang Hung, Tuan T Dang, Jamshed Iqbal, Joanna Lecka, Jean Sevigny, Peter Langer
A highly selective and efficient method for the synthesis of 5-trifluoromethylated and 5-perfluoroalkylated pyrazoles has been developed which relies on the cyclization of hydrazone dianions with ethyl perfluorocarboxylates. The pyrazoles...
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1,3-Dipolar Cycloadditions of Azomethine Imines

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01086A, Review ArticleCarmen Najera, Miguel Yus, Jose Sansano
Azomethine imines are considered 1,3-dipoles of the aza-allyl type which are transient intermediates and should be generated in situ but can be also stable and isolable compounds. They react with...
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An investigation of nitrile transforming enzymes in the chemo-enzymatic synthesis of the taxol sidechain

Org. and Biomol. Chem. - 29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01191D, PaperBirgit Wilding, Alicja B. Vesela, Justin J. B. Perry, Gary W. Black, Meng Zhang, Ludmila Martinkova, Norbert Klempier
Nitrile transforming enzymes, namely nitrilases and nitrile hydratases, are investigated for the enzymatic hydrolysis of two taxol sidechain precursors, an openchain [small alpha]-hydroxy-[small beta]-amino nitrile and a cyanodihydrooxazole.
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Accurate ab initio calculations of O-H---O and O-H----O proton chemical shifts: towards elucidation of the nature of the hydrogen bond and prediction of hydrogen bond distances

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00920K, PaperIoannis P. Gerothanassis, Andreas G Tzakos, Michael George Siskos
The inability to determine precisely the location of labile protons in X-ray molecular structures has been a key barrier to progress in many areas of molecular sciences. We report an...
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Disulfide-Bridged Peptide Macrobicycles from Nature

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01115A, Review ArticleBenjamin Chung, Andrei K Yudin
Disulfide-bridged peptide bicycles (DBPBs) are molecules that contain a transannular disulfide bridge within a macrocyclic framework. While DBPBs are precedented in nature, the development of synthetic analogues and their use...
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A new route for the synthesis of highly substituted 4-aminoquinoline drug like molecules via aza hetero-Diels-Alder reaction

Org. and Biomol. Chem. - 29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01023C, CommunicationShinde Vidyacharan, A. Sagar, Duddu S. Sharada
A new route has been developed for the synthesis of 4-aminoquinoline drug like molecules via aza hetero-Diels-Alder reaction starting from 2H-indazole as a diene for the first time.
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Paleo-soraphens: chemical total syntheses and biological studies

Org. and Biomol. Chem. - 29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01249J, PaperHai-Hua Lu, Bettina Hinkelmann, Thomas Tautz, Jun Li, Florenz Sasse, Raimo Franke, Markus Kalesse
To provide a picture of the hypothetical evolutionary optimization of soraphen four additional paleo-soraphens and their biological profiles are described.
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The synthesis of new fluorescent bichromophoric compounds as ratiometric pH probes for intracellular measurements

Org. and Biomol. Chem. - 29 June, 2015 - 23:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00704F, PaperA. Vanessa Saura, Maria J. Marin, M. Isabel Burguete, David A. Russell, Francisco Galindo, Santiago V. Luis
Three different bichromophoric compounds (1-3) containing an aminomethyl anthracene moiety linked to a second chromophore have been prepared and their fluorescent properties studied.
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Tandem copper (Cu) catalysed N-arylation―vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

Org. and Biomol. Chem. - 29 June, 2015 - 23:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01011J, PaperSuresh Surisetti, Obulesu Owk, Jagadeesh Babu Nanubolu
A tandem process involving copper catalysed N-arylation and vinylogous nitroaldol condensation is described. The reaction of 3,5-dialkylsubstituted 4-nitropyrazoles and ortho-halo substituted (hetero)aryl aldehyes or ketones furnished 3-nitropyrazolo[1,5-a]quinoline and heteroaryl-fused 3-nitropyrazolo[1,5-a]pyridine...
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