Royal Society of Chemistry

Comparison of the substrate selectivity and biochemical properties of human and bacterial [gamma]-butyrobetaine hydroxylase

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01167H, CommunicationAnna M. Rydzik, Ivanhoe K. H. Leung, Grazyna T. Kochan, Nikita D. Loik, Luc Henry, Michael A. McDonough, Timothy D. W. Claridge, Christopher J. Schofield
BBOX is a 2-oxoglutarate dependent oxygenase that can catalyse formation of vicinal diols and amino alcohols.
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Demonstration of a common indole-based aromatic core in natural and synthetic eumelanins by solid-state NMR

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01066C, PaperSubhasish Chatterjee, Rafael Prados-Rosales, Sindy Tan, Boris Itin, Arturo Casadevall, Ruth E. Stark
Comparing natural and synthetic eumelanin pigment structures: high-field 2D solid-state NMR reveals a common indole-based aromatic core for ubiquitous protective pigments that inspire engineered materials.
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1,1,1,3,3,3-Hexafluoro-2-propanol and 2,2,2-trifluoroethanol solvents induce self-assembly with different surface morphology in an aromatic dipeptide

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6181-6189
DOI: 10.1039/C4OB00821A, PaperSamala Murali Mohan Reddy, Ganesh Shanmugam, Asit Baran Mandal
1,1,1,3,3,3-Hexafluoro-2-propanol and 2,2,2-trifluoroethanol solvents, which are known to disaggregate self-assembled peptides, induce the self-assembly of aromatic dipeptides to give structures with different surface morphologies.
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Fluorous chiral bisoxazolines: application in copper-catalyzed asymmetric [small alpha]-hydrophosphonylation

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,5843-5846
DOI: 10.1039/C4OB01144A, CommunicationTao Deng, Hongjun Wang, Chun Cai
A copper-catalyzed asymmetric [small alpha]-hydrophosphonylation of isatins with a novel fluorous bis(oxazoline) as a ligand is presented.
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A cascade alkylarylation reaction of 2-isocyanobiphenyls with simple alkanes for 6-alkyl phenanthridines via dual C(sp3)-H/C(sp2)-H functionalizations

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,5839-5842
DOI: 10.1039/C4OB01256A, CommunicationZhi-Qiang Zhu, Tian-Tian Wang, Peng Bai, Zhi-Zhen Huang
A cascade alkylarylation reaction of 2-isocyanobiphenyls with simple alkanes for 6-alkyl phenanthridines has been developed through dual C(sp3)-H/C(sp2)-H functionalizations.
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N-Bromoacetamide-mediated domino cyclization and elimination of homoallylic trichloroacetimidates: a novel approach toward the synthesis of 1-bromo-2-amino-3-butene derivatives

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01126K, PaperRui Zhu, Kai Yu, Zhenhua Gu
Allylic amides 3 were synthesized efficiently from homoallylic trichloroacetimidates 1 via domino bromo-cyclization and elimination reactions.
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Total synthesis of fluoxetine and duloxetine through an in situ imine formation/borylation/transimination and reduction approach

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6121-6127
DOI: 10.1039/C4OB01142B, PaperAdam D. J. Calow, Elena Fernandez, Andrew Whiting
Efficient, catalytic, asymmetric total syntheses of both (R)-fluoxetine and (S)-duloxetine from [small alpha],[small beta]-unsaturated aldehydes are reported.
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A fluorescent probe for intracellular cysteine overcoming the interference by glutathione

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6128-6133
DOI: 10.1039/C4OB00382A, PaperMinggang Tian, Fuqiang Guo, Yuming Sun, Weijia Zhang, Fang Miao, Yong Liu, Guofen Song, Cheuk-Lam Ho, Xiaoqiang Yu, Jing Zhi Sun, Wai-Yeung Wong
A fluorescent probe was reported to discriminate 30-200 [small mu ]M cysteine, overcoming the interference by 1-10 mM glutathione. The selectivity was also proved by cellular experiments.
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Novel phthalamides containing sulfiliminyl moieties and derivatives as potential ryanodine receptor modulators

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00716F, PaperSha Zhou, Tao Yan, Yuxin Li, Zhehui Jia, Baolei Wang, Yu Zhao, Yuanyuan Qiao, Lixia Xiong, Yongqiang Li, Zhengming Li
The present work firstly reported that the new diamides incorporating sulfiliminyl moieties are potential candidate structures for new ryanodine receptor modulators.
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Stereoselective one-pot synthesis of [small beta]-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01011F, PaperAdrian A. Heredia, Silvia M. Soria-Castro, Lydia M. Bouchet, Gabriela Oksdath-Mansilla, Cecilia A. Barrionuevo, Daniel A. Caminos, Fabricio R. Bisogno, Juan E. Arguello, Alicia B. Penenory
(Z)-Vinyl sulfides are easily synthesised through a multicomponent reaction. An intramolecular S,O-acyl migration accounts for the observed stereoselectivity.
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Copper-catalyzed annulation of heteroaromatic [small beta]-halo-[small alpha],[small beta]-unsaturated carboxylic acids with alkynes for the synthesis of indolo[2,3-c]pyrane-1-ones and thieno[2,3-c]pyrane-7-ones

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6114-6120
DOI: 10.1039/C4OB00996G, PaperDa-Wei Gu, Xun-Xiang Guo
Efficient synthesis of indolo[2,3-c]pyrane-1-ones and thieno[2,3-c]pyrane-7-ones was achieved via annulation of heteroaromatic [small beta]-halo-[small alpha],[small beta]-unsaturated carboxylic acids with alkynes.
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Syntheses and characterization of liposome-incorporated adamantyl aminoguanidines

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6005-6013
DOI: 10.1039/C4OB00592A, PaperMarina Sekutor, Adela Stimac, Kata Mlinaric-Majerski, Ruza Frkanec
A series of mono and bis-aminoguanidinium adamantane derivatives has been synthesized and incorporated into liposomes.
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Studies on copper(I)-catalyzed highly regio- and stereo-selective hydroboration of alkynamides

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,5945-5953
DOI: 10.1039/C4OB00979G, PaperGuangke He, Shan Chen, Qiang Wang, Hai Huang, Qijun Zhang, Dongming Zhang, Rong Zhang, Hongjun Zhu
The regio-selectivity of the Cu(I)-catalyzed hydroboration of N-(1-alkynyl)amides is unexpectedly opposite to that in the carbometallation reaction of alkynamides.
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Structurally modified natural sesquiterpene lactones constitute effective and less toxic schistosomicidal compounds

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00426D, PaperDaiane Cristina Sass, Gustavo Oliveira Morais, Ricardo Augusto Crema Miranda, Lizandra Guidi Magalhaes, Wilson Roberto Cunha, Raquel Alves dos Santos, Nilton Syogo Arakawa, Fernando Batista Da Costa, Mauricio Gomes Constantino, Vladimir Constantino Gomes Heleno
Selective obtention of novel natural sesquiterpene lactone derivatives with interesting schistosomicidal activity and low toxicity, together with complete NMR assignments.
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TFAA/H3PO4 mediated unprecedented N-acylation of carbazoles leading to small molecules possessing anti-proliferative activities against cancer cells

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6080-6084
DOI: 10.1039/C4OB00686K, CommunicationSunder Kumar Kolli, Bagineni Prasad, P. Vijaya Babu, Mohd Ashraf Ashfaq, Nasreen Z. Ehtesham, R. Ramesh Raju, Manojit Pal
TFAA/H3PO4-mediated unusual N-acylation of carbazoles afforded potential anti-proliferative agents.
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Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6072-6075
DOI: 10.1039/C4OB01159G, CommunicationChunhuan He, Xuewei Qian, Peipei Sun
Thiol (selenol) esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides (diselenides) under metal-free conditions.
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3-NO2-5,10,15-triarylcorrolato-Cu as a versatile platform for synthesis of novel 3-functionalized corrole derivatives

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6200-6207
DOI: 10.1039/C4OB01247J, PaperM. Stefanelli, M. Mancini, M. Raggio, S. Nardis, F. R. Fronczek, G. T. McCandless, K. M. Smith, R. Paolesse
By way of a [small beta]-acylated copper corrolate, a novel corrole derivative bearing an alkyl azide group on the peripheral positions was obtained and successfully exploited in click chemistry reactions.
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Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6145-6150
DOI: 10.1039/C4OB01018C, PaperAlexander S. Ivanov, Alexander I. Boldyrev
Aromaticity in porphyrins is described by the adaptive natural density partitioning analysis.
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The Escherichia coli glucuronylsynthase promoted synthesis of steroid glucuronides: improved practicality and broader scope

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,6208-6214
DOI: 10.1039/C4OB00984C, PaperPaul Ma, Nicholas Kanizaj, Shu-Ann Chan, David L. Ollis, Malcolm D. McLeod
Steroid glucuronides can be quickly and conveniently prepared on the milligram scale using the E. coli glucuronylsynthase enzyme followed by purification with solid-phase extraction.
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Solid-phase synthesis of peptoid-like oligomers containing diverse diketopiperazine units

Org. and Biomol. Chem. - 27 July, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,5831-5834
DOI: 10.1039/C4OB00829D, CommunicationSujit Suwal, Thomas Kodadek
An efficient protocol for the solid-phase synthesis of diverse diketopiperazines is reported.
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