PRLog (Press Release) -
Mar. 20, 2012 - 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.
References:
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# # #
AnaSpec, Inc. is a leading provider of integrated proteomics solutions™ for worldwide life science research. AnaSpec offers expertise in three primary technologies:
peptides, detection reagents, and combinatorial chemistry.
