May 2009 Technical Newsletter
May 2009 Fluorous Technical Newsletter
CEOverture…
Dear Reader,
A most satisfying aspect of this job is seeing a published report by a customer on how fluorous technology was a part of solving a particular problem for them. Whether it’s a peer-reviewed article in a major scientific journal or simply a poster presentation at a trade show, it’s nice to see results that we know we played at least a small part in generating. In fact, we love to help our customers brag. Be sure to let us know if (when) you have exciting fluorous-based results that are ready to share with the research community- we’ll promote your findings on F-Blog and anywhere else that makes sense. So, thanks, customers- keep up the great work!
Cheers,
Phil
New Fluorous Protecting Group Reported for Carbohydrate Synthesis
Researchers at Leiden University have introduced a new fluorous protecting group for carbohydrate chemistry based on some earlier work they had conducted for peptide chemistry. Back in 2003 they introduced the FMsc tag as a base labile N-terminal fluorous tag for solid supported peptide synthesis. The FMsc tag was designed to be analogous to FMoc in its reactivity, while providing the benefit of being fluorous so that FSPE could be used to easily isolate the desired compound. In this latest report, the researchers report the use of FMsc as a hydroxyl protecting group and describe the development of FPsc as a new fluorous protecting group. As seen below, both are sulfonylethoxycarbonate based tags with the only difference being a ethyl spacer vs. a propyl spacer.
Their decision to use these sulfonyl tags was inspired by the increased use of FMoc tags as base labile protecting groups in carbohydrate chemistry. They reasoned that the use of a similarly base labile group would result in a protecting group which was less sterically demanding. Unfortunately, they found the FMsc tag too labile, so they added another methylene carbon to the spacer to provide the FPsc group, which was more robust and could be used effectively as a fluorous protecting group in carbohydrate synthesis. To learn more details about this work, please go to our F-Blog summary.
It’s another great example of fluorous tags being used in synthesis and purification. So whether you are preparing small molecules, peptides, carbohydrates, or oligonucleotides, fluorous can make them pure and simple.
Fluorous Proteomics at ASMS
The 57th ASMS Conference on Mass Spectrometry will be held from May 31-June 4 this year in Philadelphia and there will be an oral presentation and six posters with a fluorous component. The oral presentation will be presented by Hin-koon Woo of the Scripps Research Institute and will describe the use of Nanostructure-Initiator Mass Spectrometry (NIMS) Imaging for the analysis of metabolites. There will also be three posters describing various applications of NIMS. You can read about previous NIMS applications here.
Three other posters highlighting the fluorous tagging and enrichment strategies in proteomics will be also be presented. One from Manoj Pal at the Genomics Institute of Novartis Research Foundation will highlight click chemistry in fluorous proteomics applications. Another from the McComb group at Boston University will describe their results using fluorous tags for enrichment and identification of low abundance redox-sensitive cysteinyl peptides.
For a complete list of the fluorous presentations at ASMS, please click here.
If you’ve been interested in using fluorous techniques in your life sciences applications, we encourage you to attend ASMS and meet with the presenters or you can contact us at Fluorous Technologies Inc.
ISoFT’09 Reminder
One additional reminder about the International Symposium on Fluorous Technologies (ISoFT’09) to be held concurrently with the International Fluorine Conference from Aug 23-28th in scenic Jackson Hole, Wyoming. If you missed the early registration and abstract deadline of April 30th, fear not. The deadline has been extended for two weeks to May 15th. Please join us in what should certainly be a great conference in a wonderful setting.
