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  AnaSpec Developes AMC Resins for SPPS

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Author Topic:   AnaSpec Developes AMC Resins for SPPS
posted 03-21-2012 04:46 PM     Click Here to See the Profile for anaspec   Click Here to Email anaspec     Edit/Delete Message Reply w/Quote
Peptide-7-amino-4-methylcoumarin conjugates (peptide-AMCs) are widely used as fluorogenic substrates to study proteases. The preparation of peptide-AMCs usually involves solution phase synthesis since AMC lacks an additional functional group for attachment to a solid support. Although solid-phase peptide synthesis (SPPS) of peptide-7-amino-4-carbamoylmethylcoumarin conjugates (peptide-ACCs) as an alternative for peptide-AMCs has been previously reported;1,2 no AMC solid support resin for SPPS has ever been reported.
AnaSpec, EGT Group has developed a novel solid support AMC resin for facile solid-phase synthesis of peptide-AMCs. As result, N-Fmoc-7-aminocoumarin-4-acetic acid (Fmoc-Aca-OH) is attached to Wang resin as a linker. After Fmoc removal, peptides are synthesized on the amino group of the linker using standard SPPS Fmoc chemistry, followed by cleavage with trifluoroacetic acid. The crude peptide-7-aminocoumarin-4-acetic acid conjugates (peptide-ACAs) undergo facile decarboxylation under mild conditions to afford peptide-AMCs.
Fmoc-ACA-Wang resin, AMC resins preloaded with Asp (D) and Arg (R) for use in SPPS, as well as Fmoc-ACA-OH are now available from AnaSpec.

1. Harris, JL. et al. Proc. Natl. Acad. Sci. USA 97, 7754 (2000).
2. Maly, DJ. et al. J. Org. Chem. 67, 910 (2002).

For more information, please visit http://www.anaspec.com/products/promotions.asp?col=2&row=1


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