Archive for the ‘Hot articles’ Category

Recent HOT Organic & Biomolecular Chemistry articles

Enantioselective synthesis of spiroacetals: the conquest of a long-sought goal in asymmetric catalysis
Lara Cala, Francisco J. Fañanás and Félix Rodríguez  
Org. Biomol. Chem., 2014,12, 5324-5330
DOI: 10.1039/C4OB00737A

Enantioselective synthesis of spiroacetals: the conquest of a long-sought goal in asymmetric catalysis

Free to access until 1st August 2014


Multivalent glycosylated nanoparticles for studying carbohydrate–protein interactions
Avijit K. Adak, Hong-Jyune Lin and Chun-Cheng Lin
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00827H

Multivalent glycosylated nanoparticles for studying carbohydrate–protein interactions

Free to access until 1st August 2014


A simple approach to pyrrolylimidazole derivatives by azirine ring expansion with imidazolium ylides
Alexander F. Khlebnikov, Olesya A. Tomashenko, Liya D. Funt and Mikhail S. Novikov  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00865K

A simple approach to pyrrolylimidazole derivatives by azirine ring expansion with imidazolium ylides

Free to access until 1st August 2014


Enantioselective palladium catalyzed conjugate additions of ortho-substituted arylboronic acids to β,β-disubstituted cyclic enones: total synthesis of herbertenediol, enokipodin A and enokipodin B
Jeffrey Buter, Renée Moezelaar and Adriaan J. Minnaard  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01085J

Enantioselective palladium catalyzed conjugate additions of ortho-substituted arylboronic acids to β,β-disubstituted cyclic enones: total synthesis of herbertenediol, enokipodin A and enokipodin B

Free to access until 1st August 2014


Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection
B. D. Reeves, N. Joshi, G. C. Campanello, J. K. Hilmer, L. Chetia, J. A. Vance, J. N. Reinschmidt, C. G. Miller, D. P. Giedroc, E. A. Dratz, D. J. Singel and P. A. Grieco  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00995A

Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection

Free to access until 1st August 2014


A tryptophan responsive fluorescent and wettable dual-signal switch
Xiaoyan Zhang, Jing Li, Ningmei Feng, Li Luo, Zhen Dai, Li Yang, Demei Tian and Haibing Li
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00792A

A tryptophan responsive fluorescent and wettable dual-signal switch

Free to access until 1st August 2014

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When a Spectator is not Just a Spectator in Iodonium Salts

Advances in hypervalent iodine are flourishing1 from the classic non-toxic Dess-Martin periodinane oxidation to synthetic reagents for elaborate natural products2. New types of both iodine(III) and iodine(V) compounds are constantly being discovered for ever increasing applications.

Iodonium salts, classified as iodine(III) compounds, are notoriously electrophilic. Those with two carbon ligands like alkynyl(aryl)iodonium salts react with a nucleophile which couples with the alkyne.  Overall, the reaction seemingly pieces together two nucleophilic entities.

The remaining aryl iodide in the balanced equation seems to be a “spectator” since it is absent in the product, but in this recent (open access) paper Hamnett and Moran sought to investigate whether that is truly the case.

They improved the preparation of alkynyl(aryl)iodonium tosylates and systematically applied them to two model reactions, finding that the 2-anisyl ligand provided the highest yields.

It significantly out-performed the 3-anisyl derivative, suggesting that the key to success is the inherent stability of the 2-anisyl iodonium salt with the methoxy group ideally situated for coordination to the iodine.

Discovering the effectiveness of the 2-anisyl ligand in iodonium salts could have implications for more efficient transformations involving hypervalent iodine.  More broadly, the work shows the importance of optimizing reactions across all variables and highlighting that spectators may not always be simple bystanders.

To find out more see:

Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group
David J. Hamnett and Wesley J. Moran
DOI: 10.1039/C4OB00556B


1. M. S. Yusubov, A. V. Maskaev and V. V. Zhdankin, ARKIVOC, 2011, i, 370–409.
2. D. J. Wardrop and J. Fritz, Org. Lett., 2006, 8, 3659–3662.

Posted on behalf of Jennifer Lee, guest web writer for Organic & Biomolecular Chemistry

Jennifer LeeJennifer Lee is currently a Ph.D. candidate in Dr. George Kraus’ organic chemistry lab at Iowa State University. Her research focuses on designing methodologies to transform carbohydrate-derived biomass into biorenewable commodity and specialty chemicals. The creation of a versatile platform technology led to diverse and industrially-relevant aromatic compounds to work toward a more sustainable future.

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Recent HOT Organic & Biomolecular Chemistry articles

Polyamine modification by acrolein exclusively produces 1,5-diazacyclooctanes: a previously unrecognized mechanism for acrolein-mediated oxidative stress
Ayumi Tsutsui, Rie Imamaki, Shinobu Kitazume, Shinya Hanashima, Yoshiki Yamaguchi, Masato Kaneda, Shinya Oishi, Nobutaka Fujii, Almira Kurbangalieva, Naoyuki Taniguchi and Katsunori Tanaka  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00761A

Polyamine modification by acrolein exclusively produces 1,5-diazacyclooctanes: a previously unrecognized mechanism for acrolein-mediated oxidative stress

Free to access until 18th July 2014


Catalytic functionalization of tertiary alcohols to fully substituted carbon centres
Long Chen, Xiao-Ping Yin, Cui-Hong Wang and Jian Zhou
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00718B

Catalytic functionalization of tertiary alcohols to fully substituted carbon centres

Free to access until 18th July 2014


Pd-catalyzed carbonylation for the construction of tertiary and quaternary carbon centers with sp3 carbon partners
Wei Lu, Yang Li, Chao Wang, Dong Xue, Jian-Gang Chen and Jianliang Xiao
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00568F

Pd-catalyzed carbonylation for the construction of tertiary and quaternary carbon centers with sp3 carbon partners

Free to access until 18th July 2014


Asymmetric synthesis of substituted NH-piperidines from chiral amines
Lekh Nath Gautam, Yijin Su, Novruz G. Akhmedov, Jeffrey L. Petersen and Xiaodong Shi  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00657G

Asymmetric synthesis of substituted NH-piperidines from chiral amines

Free to access until 18th July 2014


Evaluation of 4-substituted styrenes as functional monomers for the synthesis of theophylline-specific molecularly imprinted polymers
Hazit Zayas, Clovia I. Holdsworth, Michael C. Bowyer and Adam McCluskey  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00517A

Evaluation of 4-substituted styrenes as functional monomers for the synthesis of theophylline-specific molecularly imprinted polymers

Free to access until 18th July 2014


Synthesis of phosphaisocoumarin amidates via DIBAL-H-mediated selective amidation of phosphaisocoumarin esters
Yu-Juan Guo, Pei-Jiang Chen, Bo Wang and Ai-Yun Peng  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00663A

Synthesis of phosphaisocoumarin amidates via DIBAL-H-mediated selective amidation of phosphaisocoumarin esters

Free to access until 18th July 2014


In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of α-oxoketene-N,S-acetals with nitroolefins
Abhijeet Srivastava, Gaurav Shukla, Anugula Nagaraju, Girijesh Kumar Verma, Keshav Raghuvanshi, Raymond C. F. Jones and Maya Shankar Singh  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00781F

In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of α-oxoketene-N,S-acetals with nitroolefins

 

Free to access until 18th July 2014


Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group
David J. Hamnett and Wesley J. Moran  
Org. Biomol. Chem., 2014,12, 4156-4162
DOI: 10.1039/C4OB00556B

Graphical abstract

Free to access until 4th July 2014


Recent development of two-photon fluorescent probes for bioimaging
Dokyoung Kim, Hye Gun Ryu and Kyo Han Ahn
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00431K

Graphical abstract

Free to access until 4th July 2014


A succinyl lysine-based photo-cross-linking peptide probe for Sirtuin 5
Karunakaran A. Kalesh and Edward W. Tate  
Org. Biomol. Chem., 2014,12, 4310-4313
DOI: 10.1039/C4OB00773E

Graphical abstract 

Free to access until 4th July 2014


Marine bacteria from the Roseobacter clade produce sulfur volatiles via amino acid and dimethylsulfoniopropionate catabolism
Nelson L. Brock, Markus Menke, Tim A. Klapschinski and Jeroen S. Dickschat  
Org. Biomol. Chem., 2014,12, 4318-4323
DOI: 10.1039/C4OB00719K

Graphical abstract

Free to access until 4th July 2014


Hydrogen bond directed epoxidation: diastereoselective olefinic oxidation of allylic alcohols and amines
Stephen G. Davies, Ai M. Fletcher and James E. Thomson  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00616J

Graphical abstract

Free to access until 4th July 2014


An intracellularly activatable, fluorogenic probe for cancer imaging
Ruisong Tian, Mingjie Li, Jin Wang, Min Yu, Xiuqi Kong, Yupeng Feng, Zeming Chen, Yuxi Li, Weiqiang Huang, Wenjie Wu and Zhangyong Hong  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00297K

Graphical abstract

Free to access until 4th July 2014


Palladium mediated intramolecular multiple C–X/C–H cross coupling and C–H activation: synthesis of carbazole alkaloids calothrixin B and murrayaquinone A
Srinivasan A. Kaliyaperumal, Shyamapada Banerjee and Syam Kumar U. K.
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00493K

Graphical abstract

Free to access until 4th July 2014

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Recent HOT articles for Organic & Biomolecular Chemistry

“Click and go”: simple and fast folic acid conjugation
Alexandre F. Trindade, Raquel F. M. Frade, Ermelinda M. S. Maçôas, Cátia Graça, Catarina A. B. Rodrigues, José M. G. Martinho and Carlos A. M. Afonso
Org. Biomol. Chem., 2014,12, 3181-3190
DOI: 10.1039/C4OB00150H 

“Click and go”: simple and fast folic acid conjugation 


 Cooperative hydrolysis of aryl esters on functionalized membrane surfaces and in micellar solutions
M. Poznik and B. König  
Org. Biomol. Chem., 2014,12, 3175-3180
DOI: 10.1039/C4OB00247D 

Cooperative hydrolysis of aryl esters on functionalized membrane surfaces and in micellar solutions 


Synthesis of new anionic carbosilane dendrimers via thiol–ene chemistry and their antiviral behaviour
Marta Galán, Javier Sánchez Rodríguez, José Luis Jiménez, Miguel Relloso, Marek Maly, F. Javier de la Mata, M. A. Muñoz-Fernández and Rafael Gómez  
Org. Biomol. Chem., 2014,12, 3222-3237
DOI: 10.1039/C4OB00162A 

Synthesis of new anionic carbosilane dendrimers via thiol–ene chemistry and their antiviral behaviour 


Strategies for the construction of tetrahydropyran rings in the synthesis of natural products
Nadiah Mad Nasir, Kristaps Ermanis and Paul A. Clarke
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00423J 

Strategies for the construction of tetrahydropyran rings in the synthesis of natural products


Cyclodextrin ion channels
Jonathan K. W. Chui and T. M. Fyles  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00480A 

Cyclodextrin ion channels


Bis-chlorination of a hexapeptide–PCP conjugate by the halogenase involved in vancomycin biosynthesis
Patrick C. Schmartz, Katja Zerbe, Khaled Abou-Hadeed and John A. Robinson  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00474D 

Bis-chlorination of a hexapeptide–PCP conjugate by the halogenase involved in vancomycin biosynthesis


An easy arylation of 2-substituted 1,2,3-triazoles
Suping Shi, Wei Liu, Ping He and Chunxiang Kuang  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00530A

An easy arylation of 2-substituted 1,2,3-triazoles


Continuous flow chemistry: a discovery tool for new chemical reactivity patterns
Jan Hartwig, Jan B. Metternich, Nikzad Nikbin, Andreas Kirschning and Steven V. Ley
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00662C

Continuous flow chemistry: a discovery tool for new chemical reactivity patterns


Far-red and near infrared BODIPY dyes: synthesis and applications for fluorescent pH probes and bio-imaging
Yong Ni and Jishan Wu
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C3OB42554A

Far-red and near infrared BODIPY dyes: synthesis and applications for fluorescent pH probes and bio-imaging


Phosphate esters and anhydrides – recent strategies targeting nature’s favoured modifications
Henning J. Jessen, Nisar Ahmed and Alexandre Hofer
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00478G

Phosphate esters and anhydrides – recent strategies targeting nature's favoured modifications


sp3 C–H oxidation by remote H-radical shift with oxygen- and nitrogen-radicals: a recent update
Shunsuke Chiba and Hui Chen
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00469H

sp3 C–H oxidation by remote H-radical shift with oxygen- and nitrogen-radicals: a recent update


A facile and convenient sequential homobimetallic catalytic approach towards ß-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy
Sebastián O. Simonetti, Enrique L. Larghi and Teodoro S. Kaufman
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00604F

A facile and convenient sequential homobimetallic catalytic approach towards ß-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy


An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones
Arun K. Ghosh and Zhi-Hua Chen
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00511B

An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones


Synthesis of the enantiomers of XYLNAc and LYXNAc: comparison of ß-N-acetylhexosaminidase inhibition by the 8 stereoisomers of 2-N-acetylamino-1,2,4-trideoxy-1,4-iminopentitols
Elizabeth V. Crabtree, R. Fernando Martínez, Shinpei Nakagawa, Isao Adachi, Terry D. Butters, Atsushi Kato, George W. J. Fleet and Andreas F. G. Glawar  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00097H

Synthesis of the enantiomers of XYLNAc and LYXNAc: comparison of ß-N-acetylhexosaminidase inhibition by the 8 stereoisomers of 2-N-acetylamino-1,2,4-trideoxy-1,4-iminopentitols


Preparation of functionalized heteroaromatics using an intramolecular Wittig reaction
Utpal Das, Yi-Ling Tsai and Wenwei Lin
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00464G

Preparation of functionalized heteroaromatics using an intramolecular Wittig reaction


Practical synthesis of natural plant-growth regulator 2-azahypoxanthine, its derivatives, and biotin-labeled probes
Kazutada Ikeuchi, Ryosuke Fujii, Shimpei Sugiyama, Tomohiro Asakawa, Makoto Inai, Yoshitaka Hamashima, Jae-Hoon Choi, Tomohiro Suzuki, Hirokazu Kawagishi and Toshiyuki Kan  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00705K

Practical synthesis of natural plant-growth regulator 2-azahypoxanthine, its derivatives, and biotin-labeled probes

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HOT Organic & Biomolecular Chemistry articles for March – updated throughout the month

A computational and experimental study of O-glycosylation. Catalysis by human UDP-GalNAc polypeptide:GalNAc transferase-T2
Hansel Gómez, Raúl Rojas, Divya Patel, Lawrence A. Tabak, José M. Lluch and Laura Masgrau
Org. Biomol. Chem., 2014, Advance Article, DOI: 10.1039/C3OB42569J

A computational and experimental study of O-glycosylation. Catalysis by human UDP-GalNAc polypeptide:GalNAc transferase-T2

Free to access until 25th April


Benzofuranquinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis and biological evaluation
Catarina Carvalho, David Siegel, Martyn Inman, Rui Xiong, David Ross and Christopher J. Moody
Org. Biomol. Chem., 2014, Advance Article, DOI: 10.1039/C3OB42258E

Benzofuranquinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis and biological evaluation

Free to access until 25th April


Diastereoselective Ireland–Claisen rearrangements of substituted allyl β-amino esters: applications in the asymmetric synthesis of C(5)-substituted transpentacins
Stephen G. Davies, Ai M. Fletcher, James A. Lee, Paul M. Roberts, Myriam Y. Souleymanou, James E. Thomson and Charlotte M. Zammit  
Org. Biomol. Chem., 2014, Advance Article, DOI: 10.1039/C4OB00274A

Diastereoselective Ireland–Claisen rearrangements of substituted allyl β-amino esters: applications in the asymmetric synthesis of C(5)-substituted transpentacins

Free to access until 25th April


Biomimetic total synthesis of (±)-yezo’otogirin A
Hiu C. Lam, Kevin K. W. Kuan and Jonathan H. George  
Org. Biomol. Chem., 2014,12, 2519-2522, DOI: 10.1039/C4OB00186A

Biomimetic total synthesis of (±)-yezo'otogirin A

Free to access until 25th April


Anti-cooperative ligand binding and dimerisation in the glycopeptide antibiotic dalbavancin
Mu Cheng, Zyta M. Ziora, Karl A. Hansford, Mark A. Blaskovich, Mark S. Butler and Matthew A. Cooper  
Org. Biomol. Chem., 2014,12, 2568-2575, DOI: 10.1039/C3OB42428F

Anti-cooperative ligand binding and dimerisation in the glycopeptide antibiotic dalbavancin

Free to access until 25th April


Fructose controlled ionophoric activity of a cholate–boronic acid
James R. D. Brown, Inmaculada C. Pintre and Simon J. Webb  
Org. Biomol. Chem., 2014,12, 2576-2583, DOI: 10.1039/C4OB00165F

Fructose controlled ionophoric activity of a cholate–boronic acid

Free to access until 25th April


Phosphodiesters serve as potentially tunable aglycones for fluoro sugar inactivators of retaining β-glycosidases
B. P. Rempel and S. G. Withers  
Org. Biomol. Chem., 2014,12, 2592-2595, DOI: 10.1039/C4OB00235K

Phosphodiesters serve as potentially tunable aglycones for fluoro sugar inactivators of retaining β-glycosidases

Free to access until 25th April


Acyclic CB[n]-type molecular containers: effect of solubilizing group on their function as solubilizing excipients
Ben Zhang, Peter Y. Zavalij and Lyle Isaacs
Org. Biomol. Chem., DOI: 10.1039/C3OB42603C, Paper
Free to access until 21st April


Out-Basicity of 1,8-bis(dimethylamino)naphthalene: the experimental and theoretical challenge
Valery A. Ozeryanskii, Alexander F. Pozharskii, Alexander S. Antonov and Alexander Filarowski
Org. Biomol. Chem., DOI: 10.1039/C3OB41986J, Paper
Free to access until 21st April


Carboxy-directed asymmetric hydrogenation of α-alkyl-α-aryl terminal olefins: highly enantioselective and chemoselective access to a chiral benzylmethyl center
Shuang Yang, Shou-Fei Zhu, Na Guo, Song Song and Qi-Lin Zhou
Org. Biomol. Chem., DOI: 10.1039/C4OB00018H, Communication
Free to access until 5th April


Making Fe(BPBP)-catalyzed C–H and C=C oxidations more affordable
Vital A. Yazerski, Peter Spannring, David Gatineau, Charlotte H. M. Woerde, Sara M. Wieclawska, Martin Lutz, Henk Kleijn and Robertus J. M. Klein Gebbink
Org. Biomol. Chem., DOI: 10.1039/C3OB42249F, Paper
Free to access until 5th April


Chromane helicity rule – scope and challenges based on an ECD study of various trolox derivatives
Marcin Górecki, Agata Suszczyńska, Magdalena Woźnica, Aneta Baj, Michał Wolniak, Michał K. Cyrański, Stanisław Witkowski and Jadwiga Frelek
Org. Biomol. Chem., DOI: 10.1039/C3OB42376J, Paper
Free to access until 5th April


Reaction pathways and free energy profiles for cholinesterase-catalyzed hydrolysis of 6-monoacetylmorphine
Yan Qiao, Keli Han and Chang-Guo Zhan
Org. Biomol. Chem., DOI: 10.1039/C3OB42464B, Paper
Free to access until 10th April

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HOT Organic & Biomolecular Chemistry articles for February

Synthetic strategies toward hetidine and hetisine-type diterpenoid alkaloids
Amy M. Hamlin, Jessica K. Kisunzu and Richmond Sarpong
Org. Biomol. Chem., 2014, DOI: 10.1039/C3OB42541J

Free to access until 28th March


Oxenoids in organic synthesis
Yury Minko and Ilan Marek
Org. Biomol. Chem., 2014, DOI: 10.1039/C3OB42349B

Free to access until: 17th March 2014

 Oxenoids in organic synthesis


A concise formation of N-substituted 3,4-diarylpyrroles – synthesis and cytotoxic activity
Maxim Egorov, Bernard Delpech, Geneviève Aubert, Thierry Cresteil, Maria Concepcion Garcia-Alvarez, Pascal Collin and Christian Marazano
Org. Biomol. Chem., 2014, DOI: 10.1039/C3OB42309C

Free to access until: 17th March 2014

synthesis of N-substituted 3,4-diarylpyrroles


Enantioselective synthesis of α-halo-α-alkylmalonates via phase-transfer catalytic α-alkylation
Suckchang Hong, Minsik Kim, Myunggi Jung, Min Woo Ha, Myungmo Lee, Yohan Park, Mi-hyun Kim, Taek-Soo Kim, Jihoon Lee and Hyeung-geun Park
Org. Biomol. Chem., 2014, DOI: 10.1039/C3OB42107D

Free to access until: 17th March 2014

Enantioselective synthesis of α-halo-α-alkylmalonates via phase-transfer catalytic α-alkylation

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HOT Organic & Biomolecular Chemistry articles for January

A highly selective chemodosimeter for fast detection and intracellular imaging of Hg2+ ions based on a dithiocarbamate–isothiocyanate conversion in aqueous ethanol
Suman Pal, Joydev Hatai, Mousumi Samanta, Alok Shaurya and Subhajit Bandyopadhyay  
Org. Biomol. Chem., 2014,12, 1072-1078
DOI: 10.1039/C3OB42108B

 Graphical abstract


Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression
Marco Buccini, Kathryn A. Punch, Belinda Kaskow, Gavin R. Flematti, Brian W. Skelton, Lawrence J. Abraham and Matthew J. Piggott  
Org. Biomol. Chem., 2014,12, 1100-1113
DOI: 10.1039/C3OB42333F

Free to access until 21st February 2014

Graphical abstract


Hypervalent iodine(III)-mediated cyclopropa(e)nation of alkenes/alkynes under mild conditions
Shaoxia Lin, Mengru Li, Zhiyong Dong, Fushun Liang and Jingping Zhang  
Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C3OB42123F

Free to access until 21st February 2014

Graphical abstract

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HOT Organic & Biomolecular Chemistry articles for December

Chiral amides via copper-catalysed enantioselective conjugate addition
Anne K. Schoonen, M. Ángeles Fernández-Ibáñez, Martín Fañanás-Mastral, Johannes F. Teichert and Ben L. Feringa  
Org. Biomol. Chem., 2014,12, 36-41, DOI: 10.1039/C3OB41923A 

Free to access until 16th January 2014

Chiral amides via copper-catalysed enantioselective conjugate addition

  


 Acylthioureas as anion transporters: the effect of intramolecular hydrogen bonding
Cally J. E. Haynes, Nathalie Busschaert, Isabelle L. Kirby, Julie Herniman, Mark E. Light, Neil J. Wells, Igor Marques, Vítor Félix and Philip A. Gale  
Org. Biomol. Chem., 2014,12, 62-72, DOI: 10.1039/C3OB41522H 

Free to access until 16th January 2014

Acylthioureas as anion transporters: the effect of intramolecular hydrogen bonding

  


 

Synthesis of substituted pyrenes by indirect methods
Juan M. Casas-Solvas, Joshua D. Howgego and Anthony P. Davis  
Org. Biomol. Chem., 2014,12, 212-232, DOI: 10.1039/C3OB41993B   

Free to access until 16th January 2014

Synthesis of substituted pyrenes by indirect methods

  

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HOT Organic & Biomolecular Chemistry articles for November

Synthesis and fluorescence characteristics of ATP-based FRET probes
Norman Hardt, Stephan M. Hacker and Andreas Marx
Org. Biomol. Chem., 2013, DOI: 10.1039/C3OB41751D

Free to access until 26th December

Synthesis and fluorescence characteristics of ATP-based FRET probes


Aromatic character and relative stability of neo-confused porphyrin tautomers and related compounds
Deyaa I. AbuSalim and Timothy D. Lash
Org. Biomol. Chem., 2013, DOI: 10.1039/C3OB42063A

Free to access until 26th December

Aromatic character and relative stability of neo-confused porphyrin tautomers and related compounds


There is no universal mechanism for the cleavage of RNA model compounds in the presence of metal ion catalysts
Heidi Korhonen, Timo Koivusalo, Suvi Toivola and Satu Mikkola
Org. Biomol. Chem., 2013, DOI: 10.1039/C3OB41554F

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There is no universal mechanism for the cleavage of RNA model compounds in the presence of metal ion catalysts

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Monitoring ATP cleavage by fluorescence

Exploring enzymatic systems that use adenosine triphosphate (ATP) can improve our understanding of various biological pathways. The production of ATP cleavage products can be monitored in vitro using radioactive ATP analogues or by the colorimetric detection of released phosphate or pyrophosphate. These methods do not allow the continuous detection of ATP turnover. Enzyme-coupled assays offer an alternative means to explore these systems, but require consideration of the effects of additional enzymes. Thus, there is a need for probes that enable the continuous study of enzymatic ATP consumption.

This HOT article describes the synthesis of ATP analogues labelled with a fluorescence donor and a fluorescence acceptor, suitable for Förster Resonance Energy Transfer. Excitation promotes energy transfer from the fluorescence donor to the fluorescence acceptor on the same molecule. Cleavage of the ATP analogue prevents energy transfer via an intramolecular pathway, resulting in a large change in fluorescence. Synthetic routes to seven new doubly labelled ATP analogues are reported and the fluorescence properties of these molecules are described using snake venom phosphodiesterase as a model enzyme.

Synthesis and fluorescence characteristics of ATP-based FRET probes
Norman Hardt, Stephan M. Hacker and Andreas Marx
Org. Biomol. Chem., 2013, DOI: 10.1039/C3OB41751D

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