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Fluorous Technologies, Inc.
Fluorous Technologies, Inc. (FTI) is a chemical technology
company dedicated to the development and commercialization
of fluorous products focused at the life science market. The
company uses patented technology to solve synthesis and separation
problems spanning the entire drug discovery and development
process. FTI further leverages its enabling technology through
service contracts, licenses, and collaborations.
FTI Releases New
Expanded Product Catalog
FTI's continues to broaden its FluoroFlash™ product
offering. Our latest catalog can be found online here
or downloaded here. It contains
several new fluorous (perfluoroalkyl-containing) protecting
groups, including F-PMB alcohol, F-Cbz, and F-benzyl alcohol.
FTI also has commercialized F-Thiol, a new fluorous tag (as
well as scavenger), and FluoMar™, a solution phase alternative
to the polymer-based Marshall resin.
FTI scientists have demonstrated the utility of FluoMar™
via synthesis of a small molecule library. Tagged N-Boc-amino
acids were deprotected, acylated, and then displaced by an
amine. The tagged intermediates and the detagged final product
were quickly and easily purified by fluorous solid phase extraction
(F-SPE). For more detailed information, please download our
slides
from the 224th ACS National Meeting in Boston.
Fluorous Products
in AMRI's Catalog of Rare and Interesting Organic Compounds
Albany Molecular Research recently announced the debut of
its catalog of rare and interesting organic compounds. This
collection of novel scaffolds, reagents, and appendages was
developed with the synthetic organic chemist in mind. Built
upon the diverse strengths of AMRI's integrated technologies,
the collection includes difficult-to-find amino acids, heterocycles,
aromatics, and fluorous compounds and reagents-all geared
to inspire your imagination. Please visit the AMRI web page
at www.albmolecular.com
and follow the links to the catalog. This collection is only
a small sampling of the synthetic capabilities of AMRI and
FTI. If you need additional novel compounds, please inquire
at catalog@albmolecular.com
or info@fluorous.com.
FTI Awarded Two NIH
Grants for Expansion of FluoroFlash™ Products
Fluorous Technologies has recently been awarded two Phase
I SBIR grants to further explore the scope of fluorous protecting
groups and fluorous scavengers. Fluorous protecting groups
are being used in innovative ways every
day. Fluorous scavengers are a solution phase alternative
to solid phase scavengers. Early work has shown fluorous scavengers
to react faster and cleaner than resin-based materials and
to not require the typical large stoichiometric excess often
associated with polymeric materials. If you have a favorite
scavenger that you would like to see and that is not currently
offered, please contact
FTI.
Remember, the most up-to-date listing of FluoroFlash™ protecting
groups, scavengers, HPLC columns, and other sorbent products
can always be found on www.fluorous.com
or in FTI's new
product catalog.
Fluorous Technologies
in the News and in the Mail
Fluorous Technologies has recently been covered in several
leading chemical magazines including C&EN News and Today's
Chemist at Work. Please click here
to read those articles. In addition FTI has mailed a comprehensive
technology overview package to chemists at major research
locations. Did not receive one? For your own copy, please
contact us here.
Cutting Edge Fluorous
Chemistry
Fluorous Tags in Solid Phase Oligomer Synthesis: The use of
fluorous tags in conjunction with solid phase peptide synthesis
was recently described by van Boom et al (Tetrahedron
Letters, 2002, 43, 7809) from Leiden University. By taking
advantage of the unique properties of fluorous compounds,
van Boom and co-workers quickly and reliably purified peptide
oligomers of 7-22 amino acids that had been produced using
traditional solid phase methods. The general concept is outlined
in Fig. 1.
The methodology used Fmoc based solid phase chemistry to
build the amino acid chain. After each condensation step,
any free amines were capped with an acetate group. After the
desired number of iterations, the deprotection of the final
Fmoc group was followed by tagging with a fluorous version
of a Cbz group. (The use of a pre-tagged amino acid in the
final coupling could be envisioned.) The oligomers were cleaved
from the resin to provide a mixture of the desired fluorous
tagged oligomer and undesired truncated sequences, which did
not contain a fluorous tag. The fluorous tagged material was
then easily separated from the non-tagged material by HPLC
using a FluoroFlash™ sorbent. Final detagging provides the
desired oligomer.
Fig. 1: Schematic diagram of fluorous tag in oligomer synthesis
An analogous strategy published by Seeberger, P.H. et al
(Angew.
Chem. Int. Ed. 2001, 40, 4433) describes the synthesis
of oligosaccharides also incorporating fluorous chemistry.
In this case, however, the fluorous portion is a "cap-tag",
which is used to render the undesired material fluorous, while
the desired oligomeric species is non-fluorous. Once again,
fluorous HPLC was used to separate the fluorous material from
the non-fluorous material to obtain the desired material in
pure form.
FTI provides a wide range of fluorous sorbents, tags, and
protecting groups, including fluorous versions of BOC, Cbz,
PMB, Bn, and TMS groups to satisfy your chemistry needs. Look
for fluorous tagged -amino acids in early 2003.
For further information please contact Dr.
Philip E. Yeske at 412-826-3051. We value your privacy.
To learn more about how FTI uses personal information, click
here. To unsubscribe
from this newsletter, please reply to this email with "unsubscribe"
in the subject line.
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Contents
FTI Releases New Expanded
Product Catalog
Fluorous Products in AMRI's
Catalog of Rare and Interesting Organic Compounds
FTI Awarded Two NIH Grants
for Expansion of FluoroFlash™ Products
Fluorous Technologies in the
News and in the Mail
Cutting Edge Fluorous Chemistry
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