Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Direct access to site-specifically phosphorylated-lysine peptides from a solid-support

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6839-6843
DOI: 10.1039/C5OB00734H, PaperJordi Bertran-Vicente, Michael Schumann, Peter Schmieder, Eberhard Krause, Christian P. R. Hackenberger
A new synthetic approach is described for the first direct synthesis of site-specifically phosphorylated Lys peptides from solid-supported azido-peptides.
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Applying the prodrug strategy to [small alpha]-phosphonocarboxylate inhibitors of Rab GGTase - synthesis and stability studies

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6844-6856
DOI: 10.1039/C5OB00281H, PaperLukasz Joachimiak, Lukasz Janczewski, Jaroslaw Ciekot, Janusz Boratynski, Katarzyna Blazewska
First prodrug-like analogs of highly ionic inhibitors of RGGT were obtained and their chemical and enzymatic stability was evaluated.
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Efficient assembly of oligomannosides using the hydrophobically assisted switching phase method

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6711-6722
DOI: 10.1039/C5OB00730E, PaperShuai Meng, Tian Tian, Dong Han, Lin-Na Wang, Shao-Geng Tang, Xiang-Bao Meng, Zhong-Jun Li
The hydrophobically assisted switching phase (HASP) method was applied in the assembly of oligomannosides.
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Biofunction-assisted aptasensors based on ligand-dependent 3[prime or minute] processing of a suppressor tRNA in a wheat germ extract

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6681-6685
DOI: 10.1039/C5OB00794A, CommunicationAtsushi Ogawa, Junichiro Tabuchi
We developed a novel type of biofunction-assisted aptasensor that utilizes ligand-dependent maturation of a suppressor tRNA probe and the subsequent expression of a reporter gene in a wheat germ extract.
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Triazolophostins: a library of novel and potent agonists of IP3 receptors

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6698-6710
DOI: 10.1039/C5OB00440C, PaperAmol M. Vibhute, Vera Konieczny, Colin W. Taylor, Kana M. Sureshan
IP3R initiate most cellular Ca2+ signaling. AdA is the most potent agonist of IP3R. The structural complexity of AdA makes synthesis of its analogs cumbersome. We report an easy method for generating a library of potent triazole-based analogs of AdA, triazolophostins, which are the most potent AdA analogs devoid of a nucleobase.
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A synthetic strategy to xylose-containing thioglycoside tri- and tetrasaccharide building blocks corresponding to Cryptococcus neoformans capsular polysaccharide structures

11 June, 2015 - 18:54

Org. Biomol. Chem., 2015, 13,6598-6610
DOI: 10.1039/C5OB00766F, PaperLorenzo Guazzelli, Rebecca Ulc, Lina Rydner, Stefan Oscarson
C. neoformans thiosaccharide building blocks were prepared and their conversion to glycosyl acceptors as well as use as glycosyl donors investigated.
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Rhodium(II)-catalysed intramolecular C-H insertion [small alpha]- to oxygen: reactivity, selectivity and applications to natural product synthesis

11 June, 2015 - 18:54

Org. Biomol. Chem., 2015, 13,6419-6431
DOI: 10.1039/C5OB00311C, Review ArticleFanny J. Lombard, Mark J. Coster
This review highlights reactivity and selectivity trends for the insertion of Rh(II) carbenes into C-H bonds that are activated by [small alpha]-oxygen substituents, and the application of this reaction to the total synthesis of some natural products.
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Unexpected furanose/pyranose equilibration of N-glycosyl sulfonamides, sulfamides and sulfamates

11 June, 2015 - 18:54

Org. Biomol. Chem., 2015, 13,6573-6579
DOI: 10.1039/C5OB00851D, PaperKajitha Suthagar, Matthew I. J. Polson, Antony J. Fairbanks
Arabino N-glycosyl sulfamides, sulfonamides and sulfamates convert from the furanose to the thermodynamically preferred pyranose form in aqueous solution.
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Base-modified NAD and AMP derivatives and their activity against bacterial DNA ligases

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6380-6398
DOI: 10.1039/C5OB00294J, PaperGiulia Pergolizzi, Marco M. D. Cominetti, Julea N. Butt, Robert A. Field, Richard P. Bowater, Gerd K. Wagner
2-Substituted NAD+ derivatives are poor substrates, but moderate inhibitors for NAD+-dependent bacterial DNA ligases, acting synergistically with NAD+.
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A transition-metal-free Heck-type reaction between alkenes and alkyl iodides enabled by light in water

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6170-6174
DOI: 10.1039/C5OB00515A, CommunicationWenbo Liu, Lu Li, Zhengwang Chen, Chao-Jun Li
A transition-metal-free coupling protocol between various alkenes and non-activated alkyl iodides is developed by using photoenergy in water.
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Influence of hydrophobic residues on the binding of CB[7] toward diammonium ions of common ammoniumammonium distance

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6249-6254
DOI: 10.1039/C5OB00784D, PaperLiping Cao, Dani Skalamera, Peter Y. Zavalij, Jiri Hostas, Pavel Hobza, Kata Mlinaric-Majerski, Robert Glaser, Lyle Isaacs
We report that diammonium ion guests with common N+N+ spacings but different core hydrophobic moieties exhibit remarkably different affinities toward CB[7].
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New fluorinated fructose analogs as selective probes of the hexose transporter protein GLUT5

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6511-6521
DOI: 10.1039/C5OB00314H, PaperOlivier-Mohamad Soueidan, Brendan J. Trayner, Tina N. Grant, Jeff R. Henderson, Frank Wuest, F. G. West, Chris I. Cheeseman
Two fluorinated fructose analogs are taken up by tumor cells in culture. Their high affinity for the transporter protein GLUT5 provides information on the structural demands of its binding site, and suggests approaches towards new molecular imaging probes.
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Cell-targeted platinum nanoparticles and nanoparticle clusters

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6567-6572
DOI: 10.1039/C5OB00822K, PaperStefanie Papst, Margaret A. Brimble, Clive W. Evans, Daniel J. Verdon, Vaughan Feisst, P. Rod Dunbar, Richard D. Tilley, David E. Williams
The facile preparation of cell-targeted platinum nanoparticles (PtNPs) is described, using designed peptides that as a single molecule control PtNP cluster growth, stabilise clusters in aqueous suspension and enable attachment of a versatile range of cell-targeting ligands.
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Genetic encoding of the post-translational modification 2-hydroxyisobutyryl-lysine

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6479-6481
DOI: 10.1039/C5OB00283D, CommunicationWilliam A. Knight, T. Ashton Cropp
Adding 2-hydroxyisobutyryl lysine to the genetic code of E. coli is reported.
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Self-assembly of amphiphilic anionic calix[4]arenes and encapsulation of poorly soluble naproxen and flurbiprofen

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6468-6473
DOI: 10.1039/C5OB00703H, CommunicationLucia Barbera, Giuseppe Gattuso, Franz H. Kohnke, Anna Notti, Sebastiano Pappalardo, Melchiorre F. Parisi, Ilenia Pisagatti, Salvatore Patane, Norberto Micali, Valentina Villari
The ability of an anionic calix[4]arene amphiphile to aggregate and to solubilize, as a result, the poorly water-soluble drugs naproxen and flurbiprofen is described.
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Ruthenium-catalyzed oxidative coupling of 2-aryl-4-quinazolinones with olefins: synthesis of pyrrolo[2,1-b]quinazolin-9(1H)-one motifs

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6474-6478
DOI: 10.1039/C5OB00601E, CommunicationYong Zheng, Wei-Bin Song, Shu-Wei Zhang, Li-Jiang Xuan
A ruthenium-catalyzed oxidative coupling of 2-aryl-quinazolinones with olefins via C-H bond activation followed by an intramolecular aza-Michael reaction is described.
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Synthesis, structure and reactivity of [15]-macrodilactones

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6463-6467
DOI: 10.1039/C5OB00809C, CommunicationDebjani Si, Mark W. Peczuh
Synthesis and characterization of some new [15]-macrodilactones revealed that the interplay between three planar units, a stereogenic center and a hinge atom generated a planar chirality that governs their molecular topology.
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Regioselective Suzuki couplings of non-symmetric dibromobenzenes: alkenes as regiochemical control elements

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6162-6165
DOI: 10.1039/C5OB00717H, CommunicationPeng Zhao, Marshall D. Young, Christopher M. Beaudry
The regioselective Suzuki coupling of dibromobenzenes has been investigated. The regiochemistry is high when one bromine atom is proximal to an alkene.
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Dendrimers incorporating benzenesulfonamide moieties strongly inhibit carbonic anhydrase isoforms I-XIV

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6453-6457
DOI: 10.1039/C5OB00715A, CommunicationFabrizio Carta, Sameh M. Osman, Daniela Vullo, Zeid AlOthman, Claudiu T. Supuran
As extension of our previous study herein we report a comprehensive investigation of poly(amidoamine) (PAMAM) dendrimers as modulators of the human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I-XIV.
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Rational design, synthesis and molecular modeling studies of novel anti-oncological alkaloids against melanoma

9 June, 2015 - 18:17

Org. Biomol. Chem., 2015, 13,6619-6633
DOI: 10.1039/C5OB00410A, PaperAdel S. Girgis, Siva S. Panda, Aladdin M. Srour, Hanaa Farag, Nasser S. M. Ismail, Mohamed Elgendy, Amal K. Abdel-Aziz, Alan R. Katritzky
Anti-oncological active spiro-alkaloids were synthesized exhibiting promising antitumor properties against melanoma cell lines. Molecular modeling studies describe the observed properties.
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