Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Transfer of antioxidants at the interfaces of model food emulsions: distributions and thermodynamic parameters

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,876-885
DOI: 10.1039/C4OB02058H, PaperSonia Losada-Barreiro, Veronica Sanchez-Paz, Carlos Bravo-Diaz
Caffeic acid and [small alpha]-tocopherol (vitamin E) incorporate spontaneously into the interfacial regions of emulsions and their transfer processes are entropy driven.
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Kinetic evaluation of glucose 1-phosphate analogues with a thymidylyltransferase using a continuous coupled enzyme assay

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,866-875
DOI: 10.1039/C4OB02057J, PaperS. M. Forget, A. Jee, D. A. Smithen, R. Jagdhane, S. Anjum, S. A. Beaton, D. R. J. Palmer, R. T. Syvitski, D. L. Jakeman
We have developed a continuous spectrophotometric kinetic assay for the detection of PPi and have applied the assay to evaluate Cps2L, a nucleotidylyltransferase, kinetics with five synthetic substrate analogues (2-6).
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A unified lead-oriented synthesis of over fifty molecular scaffolds

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,859-865
DOI: 10.1039/C4OB02287D, PaperRichard G. Doveston, Paolo Tosatti, Mark Dow, Daniel J. Foley, Ho Yin Li, Amanda J. Campbell, David House, Ian Churcher, Stephen P. Marsden, Adam Nelson
Sourcing large numbers of lead-like compounds is a major challenge; a unified synthetic approach enabled the efficient synthesis of 52 diverse lead-like molecular scaffolds from just 13 precursors.
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Synthesis of new unnatural N[small alpha]-Fmoc pyrimidin-4-one amino acids: use of the p-benzyloxybenzyloxy group as a pyrimidinone masking group

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,851-858
DOI: 10.1039/C4OB02235A, PaperAbdellatif ElMarrouni, Montserrat Heras
The p-benzyloxybenzyloxy group is used to mask the oxo function of the 4(3H)-pyrimidinone ring in the synthesis of new unnatural amino acids.
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A thermodynamic insight into the recognition of hydrophilic and hydrophobic amino acids in pure water by aza-scorpiand type receptors

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,843-850
DOI: 10.1039/C4OB02092H, PaperSalvador Blasco, Begona Verdejo, Carla Bazzicalupi, Antonio Bianchi, Claudia Giorgi, Concepcion Soriano, Enrique Garcia-Espana
Thermodynamic studies about the interaction of scorpiand aza-macrocycles with amino acids in water show entropy driven stabilisations often associated with solvation/desolvation processes.
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Sulfate recognition by a hexaaza cryptand receptor

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,834-842
DOI: 10.1039/C4OB02027H, PaperPedro Mateus, Rita Delgado, Vania Andre, M. Teresa Duarte
A polypyrrolic polyammonium macrobicycle encapsulates sulfate with very high association constants and selectivity in the presence of other anions.
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Synthesis of (phosphonomethyl)phosphinate pyrophosphate analogues via the phospha-Claisen condensation

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,825-833
DOI: 10.1039/C4OB02007C, PaperFabien Gelat, Claire Lacomme, Olivier Berger, Laurent Gavara, J.-L. Montchamp
Pyrophosphate analogues are of great importance especially for the design of biologically active molecules.
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Rapid synthesis of isoquinolinones by intramolecular coupling of amides and ketones

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,817-824
DOI: 10.1039/C4OB01948B, PaperWen-Tao Wei, Yu Liu, Lin-Miao Ye, Rong-Hui Lei, Xue-Jing Zhang, Ming Yan
Isoquinolinones were prepared in good yields via the intramolecular coupling of amides and ketones in the presence of KOt-Bu/DMF.
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Formation of the steroidal C-25 chiral center via the asymmetric alkylation methodology

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,776-782
DOI: 10.1039/C4OB02123A, PaperYu. V. Ermolovich, V. N. Zhabinskii, V. A. Khripach
A novel approach for the preparation of steroids containing a chiral center at C-25 is reported. The key stereochemistry inducing step was asymmetric alkylation of pseudoephenamine amides of steroidal C-26 acids. The developed methodology was successfully applied to the synthesis of (25R)- and (25S)-cholestenoic acids as well as (25R)- and (25S)-26-hydroxy brassinolides.
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Synthesis and the absolute configuration of both enantiomers of 4,5-dihydroxy-3-(formyl)cyclopent-2-enone acetonide as a new chiral building block for prostanoid synthesis

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,807-816
DOI: 10.1039/C4OB01535E, PaperBeata Lukasik, Marian Mikolajczyk, Grzegorz Bujacz, Remigiusz Zurawinski
Starting from optically inactive meso-tartaric acid (6) the synthesis of both enantiomers of a new cyclopentenone building block 5 was developed.
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A QSAR study on the inhibition mechanism of matrix metalloproteinase-12 by arylsulfone analogs based on molecular orbital calculations

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,793-806
DOI: 10.1039/C4OB01843E, PaperSeiji Hitaoka, Hiroshi Chuman, Kazunari Yoshizawa
The inhibition mechanism of matrix metalloproteinase-12 by arylsulfone analogs is revealed using a comprehensive computational approach including docking simulations, molecular orbital calculations, and QSAR.
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Interfacial catalysis of aldol reactions by prolinamide surfactants in reverse micelles

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,770-775
DOI: 10.1039/C4OB02074J, PaperPremkumar Rathinam Arivalagan, Yan Zhao
Aggregation of prolinamide surfactants in nonpolar solvents enhanced their catalytic activity and gave unusual substrate selectivity in aldol condensations.
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1,1-Alkenylboration of diarylphosphino-enynes: convenient synthetic entry to vicinal P/B Lewis pairs at extended conjugated [small pi]-frameworks

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,764-769
DOI: 10.1039/C4OB02134G, PaperGuo-Qiang Chen, Gerald Kehr, Constantin G. Daniliuc, Gerhard Erker
Alkenylboranes R-CH[double bond, length as m-dash]CH-B(C6F5)2 undergo carbon-carbon coupling by means of 1,1-alkenylboration with diarylphosphino-enynes to give conjugated hexatriene derivatives that bear a vicinal pair of B(C6F5)2 and PAr2 functionalities at the framework.
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Synthesis of functionalized 2-salicyloylfurans, furo[3,2-b]chromen-9-ones and 2-benzoyl-8H-thieno[2,3-b]indoles by one-pot cyclizations of 3-halochromones with [small beta]-ketoamides and 1,3-dihydroindole-2-thiones

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,729-750
DOI: 10.1039/C4OB01730G, PaperIryna Savych, Tim Glasel, Alexander Villinger, Vyacheslav Ya. Sosnovskikh, Viktor O. Iaroshenko, Peter Langer
Domino reactions of 3-halochromones with [small beta]-ketoamides and 1,3-dihydroindole-2-thiones provided a convenient approach to various heterocyclic systems.
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Exploiting the narrow gap of rearrangement between the substituents in the vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,751-763
DOI: 10.1039/C4OB01744G, PaperYong Wang, Ming Li, Lirong Wen, Peng Jing, Xiang Su, Chao Chen
The vicinal disubstitution reactions of diaryliodonium salts with pyridine N-sulfonamidates were studied fully to give o-pyridinium anilines.
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Irreversible covalent modification of type I dehydroquinase with a stable Schiff base

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,706-716
DOI: 10.1039/C4OB01782J, PaperLorena Tizon, Maria Maneiro, Antonio Peon, Jose M. Otero, Emilio Lence, Sergio Poza, Mark J. van Raaij, Paul Thompson, Alastair R. Hawkins, Concepcion Gonzalez-Bello
Structural and computational studies carried out with two epoxides provide insight into the irreversible inhibition of type I dehydroquinase.
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Synthesis of 1- and 4-substituted piperazin-2-ones via Jocic-type reactions with N-substituted diamines

1 January, 2015 - 02:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02311K, PaperDavid Fox, Michael S. Perryman, Matthew Earl, Sam Greatorex, Guy James Clarkson
Enantiomerically-enriched trichloromethyl-containing alcohols, obtained by asymmetric reduction, can be transformed regioselectively into 1-substituted piperazinones by modified Jocic reactions with little or no loss of stereochemical integrity. This methodology can be...
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Effect of the amino acid composition of cyclic peptides on their self-assembly in lipid bilayers

24 December, 2014 - 00:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02041C, PaperMaarten Danial, Sebastien Perrier, Katrina A Jolliffe
The effect of amino acid composition on the formation of transmembrane channels in lipid bilayers upon self-assembly of alt-(L,D)-[small alpha]-cyclic octapeptides has been investigated. Cyclic peptides comprising D-leucine, alternating with different...
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microRNA detection methods

24 December, 2014 - 00:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02104E, Review ArticleXiang Zhou, Tian Tian, Jiaqi Wang
MicroRNA (miRNA) detection is of considerable significance in both disease diagnosis and the study of miRNA function. The importance of miRNA itself is due to the complicated regulatory functions it...
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Synthesis, Binding Affinity and Structure-Activity Relationships of Novel, Selective and Dual Targeting CCR2 and CCR5 Receptor Antagonists

24 December, 2014 - 00:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02397H, PaperBernhard Wuensch, Anna Junker, Artur K. Kokornaczyk, Annelien J. M. Zweemer, Bastian Frehland, Dirk Schempmann, Junichiro Yamaguchi, Kenichiro Itami, Andreas Faust, Hermann Sven, Stefan Wagner, Michael Schafers, Michael Koch, Christina Weiss, Laura H. Heitmann, Klaus Kopka
CCR2 and CCR5 receptors play a key role in the development and progression of several inflammatory, cardiovascular and autoimmune diseases. Therefore, dual targeting of both receptors appeals as a promising...
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