Royal Society of Chemistry

An unnatural amino acid based fluorescent probe for phenylalanine ammonia lyase

Org. and Biomol. Chem. - 21 July, 2014 - 09:17

Org. Biomol. Chem., 2014, 12,5818-5821
DOI: 10.1039/C4OB00914B, CommunicationZhenlin Tian, Weiping Zhu, Yufang Xu, Xuhong Qian
An unnatural amino acid based fluorescent probe 2a-LP was designed and synthesized. 2a-LP exhibited an excellent response to phenylalanine ammonia lyase both in Tris-HCl buffer and tomato samples, and was used as an intracellular sensor for phenylalanine ammonia lyase imaging.
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Light-driven artificial enzymes for selective oxidation of guanosine triphosphate using water-soluble POSS network polymers

Org. and Biomol. Chem. - 21 July, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01115E, PaperJong-Hwan Jeon, Kazuo Tanaka, Yoshiki Chujo
The light-driven artificial enzymes were constructed to realize unnatural reactions concerning biomolecules. The guanosine triphosphate-selective oxidation was accomplished using the network polymers in which the molecular recognition via hydrogen bonds can be enhanced.
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Palladium-Catalyzed Carbonylative Addition of Aryl Bromides to Arylalkynes: A Simple and Efficient Method for Chalcone Synthesis

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01263A, PaperSheng Zhang, Liangguang Wang, Xiujuan Feng, Ming Bao
Palladium-catalyzed carbonylative addition of aryl bromides to terminal arylalkynes was carried out to produce chalcones in satisfactory to excellent yields. The unprecedented carbonylation reaction proceeded smoothly under mild conditions in...
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First Stereoselective Total Synthesis of Neosemburin and Isoneosemburin

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01239A, PaperRamu Sridhar Perali, Madhusudhan Reddy Gadi
The Claisen rearrangement of sugar derived allyl vinyl ether, Wittig olefination and intramolecular acetalization reactions were used as key steps in the first stereoselective total synthesis of neosemburin and isoneosemburin...
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Monitoring penetratin interactions with lipid membranes and cell internalization using a new hydration-sensitive fluorescent probe

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01242A, PaperOleksandr M. Zamotaiev, Viktoriia Y. Postupalenko, Volodymyr V. Shvadchak, Vasyl Pivovarenko, Andrey S Klymchenko, Yves Mely
A new fluorescent label N-[4'-(dimethylamino)-3-hydroxyflavone-7-yl]-N-methyl-[small beta]-alanine (7AF) was synthesized. Due to two electron donor groups at the opposite ends of the chromophore, an excited state intramolecular proton transfer (ESIPT) resulting in...
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Monopyrrolotetrathiafulvalene-succinamide conjugates and their TCNQ charge transfer complex based supramolecular gels with multiple stimulus responsiveness

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01397B, PaperYucun Liu, ningjuan zheng, Tie Chen, Long Yi Jin, Bingzhu Yin
A series of monopyrrolotetrathiafulvalene-succinamide conjugates and their 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) charge transfer (CT) complexes have been synthesized and investigated as new low-molecular mass organogelators. The gelation capability of these conjugates is...
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Stereoselective Synthesis of O-Tosyl Azabicyclic Derivatives via Aza Prins Reaction of Endocyclic N-Acyliminium Ions: Application to the Total Synthesis of (+/-)-epi-Indolizidine 167B and 209D

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01130A, PaperAnil Saikia, Kiran Indukuri, Jagadish Das
A diastereoselective protocol has been established for the synthesis of 4-O-tosyl piperidine containing hexahydroindolizin-3(2H)-one, hexahydro-1H-quinolizin-4(6H)-one and 1,3,4,10b-tetrahydropyrido[2,1-a]isoindol-6(2H)-one derivatives via the aza-Prins cyclization reaction of cyclic N-acyliminium ions mediated by p-toluene...
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A one-pot synthetic strategy for construction of dibenzodiazepine skeleton via transition metal-free process

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00871E, PaperShuai Fang, Xiaoyi Niu, Zeyuan Zhang, Yan Sun, Xiaomeng Si, Cuicui Shan, Lei Wei, Aiqing Xu, Lei Feng, chen ma
A one-pot transition metal-free methodology for constructing pharmacologically active dibenzodiazepine derivatives was developed. Fluoro-, bromo- and nitro-substituted aryl aldehydes were applied to this reaction efficiently.
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Recent advances in heterobimetallic Pd(II)/Cu(II) catalyzed domino difunctionalization of carbon-carbon multiple bonds

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00610K, Review ArticleGianluigi Broggini, Egle Maria Beccalli, silvia gazzola, Alberto Mazza
The double functionalization of carbon-carbon multiple bonds in one-pot processes has emerged in recent years as a fruitful tool for the rapid synthesis of complex molecular scaffolds. This review covers...
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Dithienylethene-Based Rotaxanes: Synthesis, Characterization and Properties

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01213E, PaperJun Yin, Fang Hu, Juanyun Huang, Meijiao Cao, zhao chen, Ying-Wei Yang, Shenghua Liu
Three ammonium templates with dithienylethene backbone were synthesized. And they were utilized to construct photo-responsive rotaxanes and pseudorotaxane by template-directed clipping reaction and threading approach. The behavior of photoisomerization was...
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Diaporine, a Novel Endophyte-derived Regulator of Macrophage Differentiation

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01123F, CommunicationHao chen Wu, Hui Ming Ge, Leyun Zang, Yun Cheng Bei, Zhi yuan Niu, Wei Wei, Xiu Jing Feng, Sen Ding, Ng Seik Weng, Pingping Shen, R.-X. Tan
Diaporine (1), an unprecedented symmetric polyketide, was characterized from the endophytic fungus. The structure was determined by extensive spectroscopic analyses. Diaporine can inhibit significantly the differentiation of macrophage and have...
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Combinatorial Synthesis of Nicotine Analogs Using an Ugi 4-CR/Cyclization-Reduction Strategy

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00767K, PaperLuis Angel Polindara-Garcia, Alfredo Vazquez
A practical one-pot synthesis of nicotine analogs from Ugi 4-CR/propargyl adducts is reported. This methodology allows the rapid construction of the pyrrolidine moiety present in nicotine through an intramolecular base-promoted...
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Recent advances in trifluoromethylation of organic compounds using Umemoto's reagents

Org. and Biomol. Chem. - 21 July, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00671B, Review ArticleCai Zhang
This review highlights recent developments in the direct introduction of a trifluoromethyl group into organic compounds with Umemoto's reagents.
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A self-replicating peptide nucleic acid

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01168F, PaperTobias A. Ploger, Gunter von Kiedrowski
While the non-enzymatic ligation and template-directed synthesis of peptide nucleic acids (PNA) were reported since 1995 a case of self-replication of PNA has not been achieved yet. Here, we present...
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Folded alkyl chains in water-soluble capsules and cavitands

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01032A, CommunicationJesse Gavette, Kang-Da Zhang, Dariush Ajami, Julius Rebek
A deep cavitand with ionic "feet" dimerizes around hydrophobic compounds in D2O. Longer n-alkane guests, C14-C18, are encapsulated in contorted conformations and NMR is used to deduce their shapes. Competition...
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Relative contractile motion of the rings in a switchable palindromic [3]rotaxane in aqueous solution driven by radical-pairing interactions

Org. and Biomol. Chem. - 21 July, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01228C, CommunicationLeah S. Witus, Karel J. Hartlieb, Yuping Wang, Aleksandrs Prokofjevs, Marco Frasconi, Jonathan C. Barnes, Edward J. Dale, Albert C. Fahrenbach, J. Fraser Stoddart
This communication describes a mechanically interlocked molecule (MIM), capable of switchable and reversible linear molecular motion.
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Formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01078G, PaperSariya Yodwaree, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
The formal synthesis of (+)-3-epi-eupomatilone-6 (1) and the 3,5-bis-epimer (2) was accomplished. The key synthetic strategy involved the stereoselective construction of (3R,4S,5R)- and (3R,4S,5S)-trisubstituted [gamma]-butyrolactones 3 and 4 from (2R,3R)-2,3-dimethyl-4-pentenoic...
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A study on the chiral inversion of mandelic acid in humans

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C3OB42515K, PaperMaksims Yevglevskis, Catherine R. Bowskill, Justin H.-J. Heng, Chloe C. Y. Chan, Michael D Threadgill, Timothy J Woodman, Matthew David Lloyd
Mandelic acid is a chiral metabolite of the industrial pollutant styrene and is used in chemical skin peels, as a urinary antiseptic and as a component of other medicines. In...
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Ligand free MCR for linking quinoxaline framework with benzimidazole nucleus: A new strategy for the identification of novel hybrid molecules as potential inducers of apoptosis

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01268B, CommunicationRajnikanth Sunke, P. Vijaya Babu, Swapna Yellanki, Raghavender Medisetti, Pushkar Kulkarni, Manojit Pal
We report a true MCR involving the reaction of N-(prop-2-ynyl)quinoxalin-2-amine derivative with 2-iodoanilines and tosyl azide in the presence of 10 mol% of CuI and Et3N in DMSO to afford...
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Novel EDTA-Ligands Containing an Integral Perylene Bisimide (PBI) Core as Optical Reporter Unit

Org. and Biomol. Chem. - 21 July, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01007H, PaperMario Marcia, Prabhpreet Singh, Frank Hauke, Michele Maggini, Andreas Hirsch
The synthesis, characterization and metal complexation of a new class of perylene bisimides (PBIs) being an integral part of ethylenediaminetetraacetic acid (EDTA) - is reported. The simplest representative, namely derivative...
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