Preloaded hydrazone resins

Application

This new hydrazone resin provides a convenient method for the synthesis of peptide hydrazides, which can be applied in ligation or fragment condensation technique. It was shown that the hydrazone linker can tolerate treatment with 5 % TFA/DCM thus permitting selective removal of Mtt or related acid-labile protecting groups. The use of preloaded resins is more convenient, permits to save time and in certain cases circumvents the racemization issues.

References

1. Facile and efficient chemical synthesis of APET×2, an ASIC-targeting toxin, via hydrazide-based native chemical ligation; S.-J. Li, D.-L. Qu, Y.-H. Wang, Y. He, M. Wen, Q.-X. Guo, J. Shi and Y.-M. Li; Tetrahedron 2015; 71: 3363-3366. doi:10.1016/j.tet.2015.03.098
2. Chemical synthesis of proteins using peptide hydrazides as thioester surrogates; J.-S. Zheng, S. Tang, Y.-K. Qi, Z.-P. Wang and L. Liu; Nature Protocols 2013; 8: 2483 doi:10.1038/nprot.2013.152