Author Archive

Chemistry Nobel Prize 2010 Web Collection

Chemistry Nobel Prize 2010

Richard Heck, Ei-ichi Negishi and Akira Suzuki

To commemorate the 2010 Nobel Prize, Organic & Biomolecular Chemistry has collated some of the OBC articles published on cross-coupling reactions in organic chemistry in the last years.

You can take a look at them on this special 2010 Chemistry Nobel Prize web collection.

We hope you enjoy reading them and once again, congratulations to the recipients of this prestigious award.

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HOT: New methodology to screen thousands of drug-like molecules

David Spring and colleagues at University of Cambridge have developed a new methodology to rapidly screen large arrays of drug-like small molecules.

By using this new 3D microarray platform, they discover small molecules (novel pharmacores) that bind to quorum sensing receptors.
The platform has the potential to display and examine 10000 different small molecules in a miniaturised, low-cost format.

The authors say that ‘this new methodology is likely to find important application within the fields of medicinal chemistry, chemical biology, molecular recognition and chemical genetics, where the aim is to discover small molecules that bind to macromolecular complexes’

As a HOT article, it will be free to access until the 10th November.

Read more and tell us about it.

Discovery of a quorum sensing modulator pharmacophore by 3D small-molecule microarray screening
David M. Marsden, Rebecca L. Nicholson, Mette E. Skindersoe, Warren R. J. D. Galloway, Hannah F. Sore, Michael Givskov, George P. C. Salmond, Mark Ladlow, Martin Welch and David R. Spring
Org. Biomol. Chem., 2010, Advance Article
DOI: 10.1039/C0OB00300J, Paper

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OBC Inside Cover Issue 21

Toshihiro Ihara and colleagues at Kumamoto University demonstrate a quick reversible photocircularization of an anthracene-modified oligodeoxyribonucleotide conjugate and provide an example of its analytical application.

‘ The oligonucleotide conjugate was reversibly circularized through photodimerization of the antracenes attached on both ends. This process would be potentially useful as a probe reaction with high specificity and sensitivity’ say the authors on the description of their cover.

Read the article free to access until the end of November

Reversible circularization of an anthracene-modified DNA conjugate through bimolecular triplex formation and its analytical application
Pelin Arslan, Akinori Jyo and Toshihiro Ihara
Org. Biomol. Chem., 2010, 8, 4843-4848
DOI: 10.1039/C0OB00282H

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OBC Issue 21 Outside Cover

Tanabe, Nishimoto and co-workers at Kyoto University, propose a mechanism for the intramolecular cyclization of modified oligodeoxynucleotides bearing a pair of disulfides.

This colourful cover represents how X-Ray irradiation of an aqueous solution of modified oligodeoxynucleotides with a pair of disulfides at both ends causes efficient cyclization via an
intramolecular exchange reaction.

The article is free to access until the end of November.

Radiolytic cyclization of stem-and-loop structured oligodeoxynucleotide with neighboring arrangement of α,ω-bis-disulfides
Kazuhito Tanabe, Eiji Matsumoto, Takeo Ito and Sei-ichi Nishimoto
Org. Biomol. Chem., 2010, 8, 4837-4842
DOI: 10.1039/C0OB00275E

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Efficient Biodiesel Conversion

Aaron Socha and Jason Sello at Brown University, USA, describe an efficient method to convert both virgin and waste vegetable oils into biodiesel in a single reaction vessel by using scandium and bismuth triflates as catalysts.

Some of the advantages of this new environmentally friendly method are:

  • The lack of corrosive chemicals
  • The high efficiency: conversion in 6 times faster
  • The simplicity: one step reaction in one vessel
  • The use of environmentally friendly and recoverable catalysts

Not surprisingly, this paper has been highlighted in many different outlets. These are just some of them:

You can now read this article for free until the 4th November:

Efficient conversion of triacylglycerols and fatty acids to biodiesel in a microwave reactor using metal triflate catalysts
Aaron M. Socha and Jason K. Sello
Org. Biomol. Chem., 2010, 8, 4753-4756
DOI: 10.1039/C0OB00014K, Paper

From the Organic & Biomolecular Chemistry editorial office we wanted to congratulate the authors of this paper and encourage them to carry on developing their meaningful research.

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Nobel Prize to Organic Chemistry

Congratulations to  Richard Heck (University of Delaware, USA), Ei-ichi Negishi (Purdue University, USA) and Akira Suzuki (Hokkaido University, Japan), the recipients of the 2010 Nobel Prize in Chemistry.

These three chemists have been working independently on palladium-catalysed cross coupling reactions to make C-C bonds to design new organic molecules. Their chemical methods are widely used by the chemical communities  to develop new compounds and molecules with applications in pharmaceuticals, agriculture and the electronic industry.

I was listening to Professor Negishi this morning on his first interview live from Stockholm and he was absolutely delighted with the news. He was awoken by a phone call that told him he was one of the Chemistry Nobel Prize winners – what a great way of waking up in the morning!

Negishi said that he was ‘extremely happy – this means a lot’.   ‘I have been dreaming about this prize for half a century, since I came to America and encountered several Nobel laureates, when I realised it was not a story – it was a reality which in principle could happen to anyone, including myself.’ 
Professor Negishi, 2010 was your turn! Congratulations.

Neghisi, Suzuki and Heck will go to Stockohlm next December to receive this very well deserved prestigious prize. From Organic & Biomolecular Chemistry we wanted to send our most sincere appreciation and admiration to these three pioneers of organic chemistry.

Read more from Chemistry World here.

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HOT: 4 steps to (+)-pestalazine B

Carlos Perez-Balado and Angel R. de Lera at University of Vigo have designed a convergent and versatile synthetic route to the preparation on this heterodimeric diketopiperazine alkaloid in just 4 steps.

This versatile methodology allows the synthesis of several diastereomers.

The paper is a nice trip through the unexpected paths of organic chemistry that lead you to the right compound.  Discover all of this and much more in this HOT paper. We loved it, the referees loved it and I’m sure you will love it too!

Free to access until the end of October

Concise total synthesis and structural revision of (+)-pestalazine B
Carlos Pérez-Balado and Ángel R. de Lera
Org. Biomol. Chem., 2010, Advance Article
DOI: 10.1039/C0OB00531B , Paper

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HOT Mycolactone core: Two synthetic approaches

Kwang-Seuk Ko,  Matthew D. Alexander, Michael D. Burkart and colleagues at University of California at San Diego, give us two different synthetic routes to make one product: the macrolide core of the mycolactone polyketides.

As you can see, organic synthesis is a matter of choice!

Read about the story of these new synthetic methods, the authors’ different approaches to their findings and how they succeded with the synthesis of their targeted molecule.

Free to access until the end of October

Synthetic studies on the mycolactone core
Kwang-Seuk Ko, Matthew D. Alexander, Shaun D. Fontaine, James E. Biggs-Houck, James J. La Clair and Michael D. Burkart
Org. Biomol. Chem., 2010, Advance Article
DOI: 10.1039/C0OB00540A, Paper

Read Michael Burkart’s story of this paper on the comments!

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HOT: Proctolin structure revealed

Judith Howard, Olga Chetina and colleagues at University of Durham ellucidate the crystal structure of Proctolin [Arg-Tyr-Leu-Pro-Thr], a much studied insect neuropeptide.

This is a very important step towards the design of the ideal insecticide, highly selective, environmentally friendly, safe and of course effective.  It becomes even more relevant when we think about malaria and mosquitoes resistance to insecticides as one of the main problems to control the spread of the disease.

‘We have revealed the structure of Proctolin [Arg-Tyr-Leu-Pro-Thr]. The molecular association is very unusual for small peptides and it is hoped that the structure elucidation will enable the design of new insecticides towards the effective control of malaria’ say the authors of the paper.

I certainly hope so and I also think research like this one takes us a step closer!

Read the full paper that will be free to access until the end of October.

Crystal structure of the insect neuropeptide proctolin.
Judith A. K. Howard, Dmitry S. Yufit, Olga V. Chetina, Simon J. Teat, Silvia C. Capelli and Philip Pattison
Org. Biomol. Chem., 2010, Advance Article
DOI: 10.1039/C0OB00345J, Paper

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Inside Cover Issue 20: Silicon is the link

Hans-Joachim Knölkner and colleagues reveal the link between this beautiful church in Dresden and β-isocomene: silicon

Find out more about this curious conection in this article and read about the total synthesis of the sesquiterpenes (±)-β-isocomene and (±)-isocomene via a Lewis acid promoted [3 + 2] cycloaddition of allyl-tert-butyldiphenylsilane.

This article will be free to access until 10th November

Organosilicon-mediated total synthesis of the triquinane sesquiterpenes (±)-β-isocomene and (±)-isocomene
Arndt W. Schmidt, Thomas Olpp, Elke Baum, Tina Stiffel and Hans-Joachim Knölker
Org. Biomol. Chem., 2010, 8, 4562-4568
DOI: 10.1039/C0OB00051E

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