Organic & Biomolecular Chemistry Blog

OBC themed issue on foldamer chemistry – Call for papers

23 May 2011

OBC is delighted to announce a high-profile web theme focussing on foldamer chemistry. Submissions are now open.

This online theme issue will be published at the end of 2011. Submissions of communications and full papers can be made at any time but must be received by the editorial office by 15 August 2011 for peer review.

Submission and tracking of manuscripts can be done directly online at http://mc.manuscriptcentral.com/ob. Submissions should indicate in the “comments to the editor” section that they are for the foldamers web theme.

You can view other, recently published OBC web themes at http://pubs.rsc.org/en/journals/journalissues/ob#!themedissues

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OBC Issue 11 published!

19 May 2011

By Lorena Tomas Laudo.

Check out the cover articles in Organic & Biomolecular Chemistry Issue 11.

The outside cover features work by Michael Doyle and colleagues at University of Maryland. They talk about catalytic C-H insertion processes in comparison with other approaches for the synthesis of selected synthetic targets, lactones and lactams, which have been of biological or medicinal interest. It is a very interesting and original review article. Read more at

Intramolecular catalytic asymmetric carbon–hydrogen insertion reactions. Synthetic advantages in total synthesis in comparison with alternative approaches
Michael P. Doyle, Maxim Ratnikov and Yu Liu
Org. Biomol. Chem., 2011, 9, 4007-4016
DOI: 10.1039/C0OB00698J

The inside cover represents how Aminoglycoside acetyltransferase AAC(6’) belonging to the aminoglycoside-modifying enzymes (AMEs) does not deactivate the 6’-N-glycinyl tobramycin which attacks the bacterial ribosome (green arrow). In contrast, the parent aminoglycoside tobramycin cannot pass through bacterial resistance mechanism (red arrow).
You can read more about this article by Micha Fridman, Sylvie Garneau-Tsodikova and co-workers at Michigan and Tel Aviv at

Assessment of 6′- and 6′′′-N-acylation of aminoglycosides as a strategy to overcome bacterial resistance
Pazit Shaul, Keith D. Green, Roi Rutenberg, Maria Kramer, Yifat Berkov-Zrihen, Elinor Breiner-Goldstein, Sylvie Garneau-Tsodikova and Micha Fridman
Org. Biomol. Chem., 2011, 9, 4057-4063
DOI: 10.1039/C0OB01133A

Both articles are FREE to download until the end of June.

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Cascade reactions and multiple rings – OBC emerging area

19 May 2011

By Lorena Tomas Laudo.

Cascade or domino processes have become one of the Holy Grails in organic synthesis. They allow the sequential formation of multiple new bonds and therefore, the one-pot synthesis of new and complex organic molecules.

The formation of new cyclic frameworks in a controlled-one synthetic operation is almost a dream come true for synthetic chemists due to the complexity and challenging structure of these heterocycles.

In this review article, Edward Anderson, at Oxford University, gives us a selective overview of cascade reactions as applied to natural product synthesis. We invite you to download it and read this excellent accounting of recent cascade-based polycyclic reactions towards the synthesis of natural products.

Cascade polycyclisations in natural product synthesis
Edward A. Anderson
Org. Biomol. Chem., 2011, Advance Article
DOI: 10.1039/C1OB05212H, Emerging Area

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Catalytic asymmetric C-H insertions-OBC perspective

19 May 2011

By Lorena Tomas Laudo.

Asymmetric catalytic intramolecular carbon-hydrogen insertion reactions are pivotal reactions in the world of organic chemistry and there is a considerable amount of literature on this topic.

Michael Doyle and his colleagues at University of Maryland, have now written a very original and different review on the catalytic C-H insertion process in comparison with other approaches for the synthesis of selected synthetic targets, lactones and lactams, which have been of biological or medicinal interest. They discuss these well-defined targeted molecules for which there have been multiple examples of their synthesis. They conclude by saying that the catalytic route through chiral dirhodium(II) carboxamidates is the most appropriate method for the stereoselective carbon–hydrogen insertion reactions that produce biologically relevant lactones and lactams.

If you want to find out more about the different synthetic approaches and the advantges of using one over the other, download this very interesting review.

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HOT: Monitoring intracellular copper levels in living cells

18 May 2011

By Lorena Tomas Laudo.

Copper is an essential trace element in the physiology of living organisms as many critical proteins and enzymes contain copper in their active sites or/and require copper for their activities.
Disruption of copper levels in cells can cause diseases such as Menkes syndrome, Wilson’s disease, amyotrophic lateral sclerosis and Alzheimer’s. Therefore, the quantitative detection of intracellular copper could help with the understanding of its complex physiological and pathological roles.

Unlike other trace metals such as zinc, iron, chromium and mercury, which can be successfully detected with rhodamine-based fluorescence probes, the detection of copper has proven to be more challenging and the development of satisfactory fluorescent probes needs addressing.

Bao-Xiang Zhao, Jun-Ying Miao and colleagues at Shandong University in China have now developed a rhodamine chromene-based fluorescence probe to monitor the intracellular levels of copper in living cells. The probe switches to a highly fluorescent complex upon coordination with copper under physiological conditions in a very sensitive and selective manner and facilitates the naked-eye detection of the metal.

If you want to learn more about this satisfactory fluorescent probe I invite you to download this paper that is free to access until 15th June.

Synthesis, crystal structure and living cell imaging of a Cu2+-specific molecular probe
Wei-Yong Liu, Hai-Ying Li, Bao-Xiang Zhao and Jun-Ying Miao
Org. Biomol. Chem., 2011, Advance Article
DOI: 10.1039/C1OB05358B

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HOT: One electron oxidation of substituted ferrocenes

11 May 2011

By Lorena Tomas Laudo.

How can the structure of short-lived N-oxyl radicals influence its electron transfer (ET) properties?

Osvaldo Lanzalunga and his team at Sapienza Universita di Roma and Istituto CNR di Metodologie Chimiche (IMC-CNR) provide some answers to this question in this OBC HOT paper.

They study the kinetics of the one electron oxidation of substituted ferrocenes by a series of N-oxyl radicals in acetonitrile and determine self-exchange reorganization energy values.
They conclude by saying that ‘even small modifications of the structure of the N-oxyl radicals lead to signifiant variation of the self-exchange reorganization energy values.’

If you want to read more about these results, you can download the paper for free until 8th June.

This paper is part of the Free Radical collection of papers in memory of Athel Beckwith, which will be published at the end of May. Watch this space.

One-electron oxidation of ferrocenes by short-lived N-oxyl radicals. The role of structural effects on the intrinsic electron transfer reactivities
Enrico Baciocchi, Massimo Bietti, Claudio D’Alfonso, Osvaldo Lanzalunga, Andrea Lapi and Michela Salamone
Org. Biomol. Chem., 2011, Advance Article
DOI: 10.1039/C0OB01257B

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Most cited OBC Emerging Areas free to download!

11 May 2011

By Lorena Tomas Laudo.

The OBC editorial team has collected the most cited Emerging Areas published in our journal in the last 5 years. You can now download them for free!

Emerging Areas are short, forward-looking feature articles on particularly topical subjects. These articles are generally submitted following invitation; however the editorial team are happy to consider suggestions for review articles. If you have an idea for a review topic please contact the Editor.

Find below the top 5 most cited emerging areas in the last 5 years. Congratulations to the authors and thanks!

Asymmetric organocatalysis
Jayasree Seayad and Benjamin List
Org. Biomol. Chem., 2005, 3, 719-724
DOI: 10.1039/B415217B

The golden gate to catalysis
Anja Hoffmann-Röder and Norbert Krause
Org. Biomol. Chem., 2005, 3, 387-391
DOI: 10.1039/B416516K

σ-Chelation-directed C–H functionalizations using Pd(II) and Cu(II) catalysts: regioselectivity, stereoselectivity and catalytic turnover
Jin-Quan Yu, Ramesh Giri and Xiao Chen
Org. Biomol. Chem., 2006, 4, 4041-4047
DOI: 10.1039/B611094K

A hitchhiker’s guide to G-quadruplex ligands
David Monchaud and Marie-Paule Teulade-Fichou
Org. Biomol. Chem., 2008, 6, 627-636
DOI: 10.1039/B714772B

“Frustrated Lewis pairs”: a concept for new reactivity and catalysis
Douglas W. Stephan
Org. Biomol. Chem., 2008, 6, 1535-1539
DOI: 10.1039/B802575B

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Good TEMPO-H for OBC! Highlighted in C&EN

03 May 2011

By Lorena Tomas Laudo.

Congratulations to Jason Clyburne and colleagues at Saint Mary’s University in Canada are in order!

Their recent Organic & Biomolecular Chemistry HOT article on ‘Anhydrous TEMPO-H: reactions of a good hydrogen atom donor with low-valent carbon centres’ has been highlighted in C&EN this month (May).

If you want to read the story just click below:
Going Anhydrous modifies TEMPO-H

We are delighted to see such a great coverage and promotion of this very interesting article. You can now download it for free until 14th May here!

Thanks to our colleagues in C&EN for a nice story on the article.

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Organic & Biomolecular Chemistry Blog

Top ten most accessed articles in April

OBC themed issue on foldamer chemistry – Call for papers

OBC Issue 11 published!

Cascade reactions and multiple rings – OBC emerging area

Catalytic asymmetric C-H insertions-OBC perspective

HOT: Monitoring intracellular copper levels in living cells

HOT: One electron oxidation of substituted ferrocenes

Most cited OBC Emerging Areas free to download!

Good TEMPO-H for OBC! Highlighted in C&EN

Top ten most accessed articles in March

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