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Hemisynthesis of deuteriated adenosylhopane and conversion into bacteriohopanetetrol by a cell-free system from Methylobacterium organophilum

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3393-3405
DOI: 10.1039/C4OB02560A, PaperWenjun Liu, Anne Bodlenner, Michel Rohmer
(2H2)Adenosylhopane was synthesised via a reaction sequence including a cross metathesis followed by N22H2 reduction of the resulting olefin.
The content of this RSS Feed (c) The Royal Society of Chemistry

Buffer catalyzed cleavage of uridylyl-3[prime or minute],5[prime or minute]-uridine in aqueous DMSO: comparison to its activated analog, 2-hydroxypropyl 4-nitrophenyl phosphate

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3484-3492
DOI: 10.1039/C4OB02682A, PaperL. Lain, H. Lonnberg, T. A. Lonnberg
In 80% aq. DMSO, buffer catalysis of the cleavage of UpU is significant but weaker than with HPNP.
The content of this RSS Feed (c) The Royal Society of Chemistry

One-step protecting-group-free synthesis of azepinomycin in water

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3378-3381
DOI: 10.1039/C5OB00210A, PaperAdam J. Coggins, Derek A. Tocher, Matthew W. Powner
pH-dependent one-step multi-gram synthesis of azepinomycin in water.
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Copper(II)-catalyzed electrophilic amination of quinoline N-oxides with O-benzoyl hydroxylamines

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3207-3210
DOI: 10.1039/C5OB00135H, CommunicationGang Li, Chunqi Jia, Kai Sun, Yunhe Lv, Feng Zhao, Kexiao Zhou, Hankui Wu
Copper acetate-catalyzed C-H bond functionalization amination of quinoline N-oxides was achieved using O-benzoyl hydroxylamine as an electrophilic amination reagent, thereby affording the desired products in moderate to excellent yields.
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Rapid probing of sialylated glycoproteins in vitro and in vivo via metabolic oligosaccharide engineering of a minimal cyclopropene reporter

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00069F, PaperDe-Cai Xiong, Jingjing Zhu, Ming-Jie Han, Hui-Xin Luo, Cong Wang, Yang Yu, Yuqian Ye, Guihua Tai, Xin-Shan Ye
A minimal and efficient cyclopropene chemical handle was identified both in vitro and in vivo.
To cite this article before page numbers are assigned, use the DOI form of citation above.
The content of this RSS Feed (c) The Royal Society of Chemistry

Photo-induced conjugation of tetrazoles to modified and native proteins

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3202-3206
DOI: 10.1039/C4OB02025A, CommunicationWinna Siti, Amit Kumar Khan, Hans-Peter M. de Hoog, Bo Liedberg, Madhavan Nallani
The direct addition of a water-soluble PEG-tetrazole to tryptophan residues in native proteins is demonstrated.
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Homocoupling versus reduction of radicals: an experimental and theoretical study of Ti(III)-mediated deoxygenation of activated alcohols

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3462-3469
DOI: 10.1039/C4OB02290D, PaperConsuelo Prieto, Jose A. Gonzalez Delgado, Jesus F. Arteaga, Martin Jaraiz, Jose L. Lopez-Perez, Alejandro F. Barrero
A detailed study corroborates that the Ti(III)-mediated reductive deoxygenation of activated -OH proceeds via an allyl(benzyl)-radical and allyl(benzyl)-Ti, which is protonated, regioselectively in the case of allylic derivatives.
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PhI(OAc)2-mediated functionalisation of unactivated alkenes for the synthesis of pyrazoline and isoxazoline derivatives

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3457-3461
DOI: 10.1039/C5OB00029G, PaperXiao-Qiang Hu, Guoqiang Feng, Jia-Rong Chen, Dong-Mei Yan, Quan-Qing Zhao, Qiang Wei, Wen-Jing Xiao
A PhI(OAc)2-promoted radical cyclization of [small beta],[gamma]-unsaturated hydrazones and oximes has been developed for an efficient synthesis of pyrazolines and isoxazolines.
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Exploring a cascade Heck-Suzuki reaction based route to kinase inhibitors using design of experiments

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3382-3392
DOI: 10.1039/C4OB02694B, PaperAndreas Ekebergh, Christine Lingblom, Peter Sandin, Christine Wenneras, Jerker Martensson
A fused tricyclic system with kinase inhibiting properties was assembled via a palladium catalyzed tandem reaction. The reaction was optimized using statistical experimental design.
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A highly diastereoselective Friedel-Crafts reaction of indoles with isatin-derived N-sulfinyl ketimines towards the efficient synthesis of chiral tetrasubstituted 3-indolyl-3-aminooxindoles

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3363-3370
DOI: 10.1039/C5OB00063G, PaperJian-Ping Chen, Wen-Wen Chen, Yi Li, Ming-Hua Xu
A Lewis acid promoted highly diastereoselective asymmetric Friedel-Crafts alkylation of indoles with isatin-derived N-tert-butanesulfinyl ketimines is described.
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A prominent bathochromic shift effect of indole-containing diarylethene derivatives

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3470-3475
DOI: 10.1039/C4OB02619E, PaperHong-Bo Cheng, Yao-Dong Huang, Lina Zhao, Xu Li, Hai-Chen Wu
Bisindole diarylethene derivatives exhibit a strong bathochromic shift effect in photochromism compared with bisbenzothiophene diarylethene.
The content of this RSS Feed (c) The Royal Society of Chemistry

[gamma]-Aminoalcohol rearrangement applied to pentahydroxylated azepanes provides pyrrolidines epimeric to homoDMDP

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3446-3456
DOI: 10.1039/C5OB00050E, PaperY. Jagadeesh, A. T. Tran, B. Luo, N. Auberger, J. Desire, S. Nakagawa, A. Kato, Y. Zhang, M. Sollogoub, Y. Bleriot
Exploiting a [gamma]-aminoalcohol rearrangement, pentahydroxylated azepanes are converted to pyrrolidines that are epimeric to homoDMDP, a potent glycosidase inhibitor.
The content of this RSS Feed (c) The Royal Society of Chemistry

The first water-soluble bowl complex: molecular recognition of acetate by the biomimetic tris(imidazole) Zn(II) system at pH 7.4

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3194-3197
DOI: 10.1039/C4OB02514H, CommunicationStephanie Rat, Jerome Gout, Olivia Bistri, Olivia Reinaud
The bowl-shaped cavity-ligand based on resorcinarene has been successfully transposed into a water-soluble version that readily binds Zn(II) and acetate at physiological pH.
The content of this RSS Feed (c) The Royal Society of Chemistry

Exploration of the active site of [small beta]4GalT7: modifications of the aglycon of aromatic xylosides

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3351-3362
DOI: 10.1039/C4OB02632B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Anna Siegbahn, Karin Thorsheim, Jonas Stahle, Sophie Manner, Christoffer Hamark, Andrea Persson, Emil Tykesson, Katrin Mani, Gunilla Westergren-Thorsson, Goran Widmalm, Ulf Ellervik
[small beta]4GalT7 is an essential enzyme in the biosynthesis of glycosaminoglycans. Modifications at the anomeric center of aromatic xylosides change the galactosylation efficiency significantly.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis of (Z)-(arylamino)-pyrazolyl/isoxazolyl-2-propenones as tubulin targeting anticancer agents and apoptotic inducers

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3416-3431
DOI: 10.1039/C4OB02449D, PaperAhmed Kamal, Vangala Santhosh Reddy, Anver Basha Shaik, G. Bharath Kumar, M. V. P. S. Vishnuvardhan, Sowjanya Polepalli, Nishant Jain
A new class of pyrazole conjugates were synthesized and evaluated for their antiproliferative activity in human cancer cell lines: 9a, 9b and 9f significantly inhibited cell growth as well as tubulin polymerization.
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Fluorination of 2-substituted benzo[b]furans with Selectfluor[trade mark sign]

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3190-3193
DOI: 10.1039/C4OB02691H, CommunicationMingliang Wang, Xixi Liu, Lu Zhou, Jidong Zhu, Xun Sun
An efficient protocol was developed to access 3-fluoro-2-hydroxy-2-substituted benzo[b]furans with Selectfluor[trade mark sign] as the fluorinating reagent in MeCN and water. By utilizing SOCl2/Py as the dehydrating agent, the compounds above were readily converted to 3-fluorinated, 2-substituted benzo[b]furans in high yields.
The content of this RSS Feed (c) The Royal Society of Chemistry

Synthesis of indolo[1,2-f]phenanthridines by Pd-catalyzed domino C-N coupling/hydroamination/C-H arylation reactions

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3321-3330
DOI: 10.1039/C5OB00013K, PaperThang Ngoc Ngo, Peter Ehlers, Tuan Thanh Dang, Alexander Villinger, Peter Langer
Indolo[1,2-f]phenanthridines were prepared by Pd-catalyzed domino C-N coupling/hydroamination/C-H arylation reactions.
The content of this RSS Feed (c) The Royal Society of Chemistry

A GGCT fluorogenic probe: design, synthesis and application to cancer-related cells

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3182-3185
DOI: 10.1039/C5OB00086F, CommunicationTaku Yoshiya, Hiromi Ii, Shugo Tsuda, Susumu Kageyama, Tatsuhiro Yoshiki, Yuji Nishiuchi
Cancer-related [gamma]-glutamyl cyclotransferase (GGCT) specifically decomposes [gamma]-glutamyl amino acids. Here we report a novel GGCT fluorogenic probe "LISA-101".
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Three-component synthesis of fluorinated pyrazoles from fluoroalkylamines, NaNO2 and electron-deficient alkynes

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3438-3445
DOI: 10.1039/C4OB02670E, PaperPavel K. Mykhailiuk
Three-component synthesis of fluorinated pyrazoles.
The content of this RSS Feed (c) The Royal Society of Chemistry

3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides

Org. and Biomol. Chem. - 1 hour 42 min ago

Org. Biomol. Chem., 2015, 13,3186-3189
DOI: 10.1039/C5OB00030K, CommunicationAkihiro Taguchi, Kentarou Fukumoto, Yuya Asahina, Akihiro Kajiyama, Shunsuke Shimura, Keisuke Hamada, Kentaro Takayama, Fumika Yakushiji, Hironobu Hojo, Yoshio Hayashi
A new solid-phase disulfide ligation method is developed to prepare a disulfide peptide from two types of Cys-containing peptide fragments with minimum purification steps.
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