July 2008 Fluorous Technical Newsletter

CEOverture...

Dear Reader,

Welcome to the promised new and improved Fluorous Technical Newsletter. How so, you may ask? Well, let me begin with what has not changed- content. Our primary goal remains to share developments from the field of fluorous technology that we feel have broad utility in the research community. In this edition, for example, a couple of fluorous tag-based applications that take advantage of the simple and robust characteristics of Fluorous Solid Phase Extraction are highlighted. If you like what you read in those blurbs, be sure and take advantage of our Summer Sorbent Promotion detailed below.

So what has changed? First and foremost, we've taken additional steps to ensure proper electronic communication with you. I won't bore you with the IT details, but suffice to say I stand by my word that you'll only receive the information you want from Fluorous Technologies and that any unsubscribe request will be promptly and courteously processed. We've also begun to implement style changes that endeavor to make the newsletter more readable across the wide range of operating systems and browsers that are in use around the world. It's a work in progress, so your feedback and suggestions are always welcomed.

Lastly, thanks for your loyalty and continued interest in what we have to say- I assure you it's not taken for granted!

Cheers,

Phil


Fluorous Methods in the Peer-Reviewed Literature


Fluorous Technologies is dedicated to providing innovative solutions to separation and immobilization problems faced by researchers in chemistry and biology. One measure of our success in this is the number of reports from the peer-reviewed literature in which fluorous tags and separation methods are employed in imaginative ways. F-Blog, the Fluorous Technologies blog dedicated to "All Things Fluorous", routinely summarizes and links to relevant fluorous literature. Several papers that have caught our eye recently include the following:

Double Fluorous Tagging in Oligosaccharide Synthesis

Prof. Nicola Pohl and co-workers reported using Fluorous Solid Phase Extraction (FSPE) to separate double tagged fluorous carbohydrates from single tagged components (F-Blog, paper). Traditionally, FSPE has been used to separate fluorous tagged species from non-fluorous tagged species. When using a fluorous tagged substrate, a typical strategy is to use excess equivalents of the non-fluorous reaction partners to drive the reaction to completion while ensuring that only the desired product is fluorous tagged.  Pohl et al found that they could not use this strategy since their reactions did not go to completion and several of their non-fluorous monomers were expensive, precluding the use of large excesses.  Instead, they developed an innovative double fluorous tagging method.

By using fluorous tagged substrates and fluorous tagged monomers in combination, the product of the reaction was double tagged while all other reaction components remained single tagged. A simple modified FSPE was developed and used to isolate the double tagged product from all other reaction components regardless of the extent of the reaction. The ability to separate fluorous compounds based on overall fluorous content is an important characteristic of fluorous chemistry and one that differentiates it from other phase separation techniques.

Pohl Double Tag and Chromatogram

Fluorous Tags in Library Methodology Development

Prof. David Procter reported new methodologies for heterocycle synthesis using fluorous sulfonyl amides as precursors to amide enolates (F-Blog, paper). In this work, a fluorous tagged substrate was synthesized in 3-5 steps using FSPE to simply and quickly purify the intermediates. The final compounds were prepared by treatment of the fluorous sulfonyl amides with samarium iodide leading to the amide enolate which could be subjected to a variety of reactions resulting in novel heterocyclic scaffolds. The chemistry described is a great example of how fluorous methods can be used in library development and ultimately in library production.

Procter Reaction Scheme

Fluorous Surfactants

It is sometimes necessary to get materials of differing physical characteristics either emulsified or solubilized in each other to obtain the desired properties or reaction.   This is often achieved with surfactants.  Common surfactants such as Tween 20 or SDS are amphiphilic, containing a hydrophobic and a hydrophilic domain.   Since perfluorocarbons can be orthogonal to both the organic and aqueous phases, a new kind of surfactant is needed to form a fluorous-aqueous emulsion.  Peng and Huang have described their efforts in producing just such a surfactant along with emulsification experiments using perfluorocarbon and water mixtures, thereby opening up possibilities of using fluorous techniques in solvent systems previously limited due to solubility issues (F-Blog, paper).

As seen in these examples, fluorous techniques can be an innovative solution to research problems.   With our
complete line of FluoroFlash® reagents, tags, and separation media, Fluorous Technologies can provide you with everything you need to implement fluorous techniques in your research.  We'll also supply any technical support that you may require.

Please contact us to get started today.

Summer Sorbent Promotion

Summer is here and we'd like to celebrate.  All orders of selected FluoroFlash® separation media (HPLC Columns, FSPE Cartridges, FTLC Plates, Bulk silica gel) that are placed before July 31st receive 10% off.  We don't normally discount these products, so this is a great opportunity to get a good deal.

Additionally,  any reagent order placed with a sorbent order will receive a free coffee mug while supplies last. 

Tweaks to Our Newsletter Subscriber Management

We've made a few changes to our newsletter delivery system to better allow you to control your subscription.  It is now possible for you to use our automated subscribe/unsubscribe system.  To join the mailing list, send an email from the address you'd like to subscribe to fti-info-join@fluorous.com.  To leave the mailing list, send an email from the address you'd like to unsubscribe to fti-info-leave@fluorous.com.  No subject or body text is necessary.  In both cases, you will receive an automated email asking you to confirm your request.  Simply follow the provided instructions and your request will be carried out.   If you'd like an actual person to handle your request, please email us at news-manage@fluorous.com.  Be sure to include some text that describes what you'd like us to do. 

Please be aware that replying to the newsletter is no longer the preferred method for unsubscribing.  All messages sent to fti-info@fluorous.com--the newsletter mailing list--will be automatically discarded.  Messages sent to contact-fti@fluorous.com will be routed to the appropriate person based on the request.

Subscription information will always be included at the bottom of every newsletter for your convenience. 

You are currently subscribed to the Fluorous Technical Newsletter due to your expressed interest in fluorous technology.  The Newsletter is published approximately every six weeks and includes a variety of news related to fluorous science, events, company news and promotions. 

To unsubscribe using our automated system, send an email from the address you wish to unsubscribe to fti-info-leave@fluorous.com.  Upon your confirmation, your request will be carried out.  Alternatively, you can send an email to an actual person for manual processing:  news-manage@fluorous.com.

Fluorous Technologies is a chemical technology company devoted to the development and commercialization of fluorous products for the life science market.  The company uses its patented technology to solve synthesis and separation problems spanning the entire drug discovery and development process.  Fluorous chemistry enhances a wide range of applications, including medicinal chemistry, combinatorial chemistry, catalysis, peptide and oligonucleotide production, and proteomics.  For more information, please visit:  http://fluorous.com

For questions, quotes, orders, product availability, and access to technical resources, please email us or call 412-826-3050. 

Fluorous Technologies, Inc., is located at 970 William Pitt Way, Pittsburgh, PA 15238 USA.

FluoroFlash® is a registered trademark of Fluorous Technologies, Inc.