Addition of chlorosulfonyl isocyanate to C=C bonds in cis-1,4-polyisoprene and reaction of the adduct with NaOH resulted in the formation of a water-soluble polyelectrolyte with N-sulfate and carboxylate groups. The polyelectrolyte showed anticoagulant activity and it was found, just as with heparin, that the activity was related to molecular weight and N-sulfate content.
Sederel, L. C., van der Does, L., van Duijl, J. F., Beugeling, T., & Bantjes, A. (1981). Anticoagulant activity of a synthetic heparinoid in relation to molecular weight and N-sulfate content. Journal of biomedical materials research, 15(6), 819-827. https://doi.org/10.1002/jbm.820150606