《Alkynyl-functionalized chain-extended PCL for coupling to biological molecules》 was published in European Polymer Journal in 2020. These research results belong to Izraylit, Victor; Hommes-Schattmann, Paul J.; Neffe, Axel T.; Gould, Oliver E. C.; Lendlein, Andreas. Computed Properties of C8H15BrO2 The article mentions the following:
Chem. functionalization of poly(ε-caprolactone) (PCL) enables a mol. integration of addnl. function. Here, the authors report an approach to incorporate reactive alkynyl side-groups by synthesizing a chain-extended PCL, where the reactive site is introduced through the covalently functionalizable chain extender 3-(prop-2-yn-1-yloxy)propane-1,2-diol (YPD). Chain-extended PCL with Mw of 101 to 385 kg·mol-1 were successfully synthesized in a one-pot reaction from PCL-diols with various molar masses, L-lysine Et ester diisocyanate (LDI) or trimethyl(hexamethylene)diisocyanate (TMDI), and YPD, in which the d. of functionalizable groups and spacing between them can be controlled by the composition of the polymer. The employed diisocyanate compounds and YPD possess an asym. structure and form a non-crystallizable segment leaving the PCL crystallites to dominate the material′s mech. properties. The mixed glass transition temperature Tg = -60 to -46° of the PCL/polyurethane amorphous phase maintains the synthesized materials in a highly elastic state at ambient and physiol. conditions. Reaction conditions for covalent attachment in copper(I)-catalyzed azide-alkyne-cycloaddition reactions (CuAAC) in solution were optimized in a series of model reactions between the alkyne moieties of the chain-extended PCL and benzyl azide, reaching conversions over 95% of the alkyne moieties and with yields of up to 94% for the purified functionalized PCL. This methodol. was applied for reaction with the azide-functionalized cell adhesion peptide GRGDS. The required modification of the peptide provides selectivity in the coupling reactions. The obtained results suggest that YPD could potentially be employed as versatile mol. unit for the creation of a variety of functionalizable polyesters as well as polyurethanes and polycarbonates offering efficient and selective click-reactions. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6Computed Properties of C8H15BrO2)
8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid.Computed Properties of C8H15BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary