Synthesis of sulfated and unsulfated (glyco)peptide fragments of Hirudin P6 (a potent anticoagulant from the leech Hirudinaria manillensis) is described. The effect of O-glycosylation and tyrosine sulfation on thrombin binding and peptidolytic activity was investigated, together with the inhibition of fibrinogen cleavage.
Hsieh, Y. SY., Taleski, D., Wilkinson, B., Wijeyewickrema, L. C., Adams, T. E., Pike, R. N., & Payne, R. J. (2012). Effect of O-glycosylation and tyrosine sulfation of leech-derived peptides on binding and inhibitory activity against thrombin. Chemical Communications, 48(10), 1547 - 1549. https://doi.org/10.1039/c1cc14773k