Formula: C11H24N2O2In 2020 ,《Impact of amino acids on the aqueous self-assembly of benzene trispeptides into supramolecular polymer bottle brushes》 was published in Polymer Chemistry. The article was written by Klein, Tobias; Ulrich, Hans F.; Gruschwitz, Franka V.; Kuchenbrod, Maren T.; Takahashi, Rintaro; Fujii, Shota; Hoeppener, Stephanie; Nischang, Ivo; Sakurai, Kazuo; Brendel, Johannes C.. The article contains the following contents:
In contrast to covalent polymer brushes, directional supramol. forces such as hydrogen bonds or π-π-interactions govern the formation of supramol. polymer bottle brushes (SPBs) in a self-assembly process starting from single polymer building units. In an attempt to broaden our understanding of these processes and the required supramol. forces, we here investigated the benzene trispeptide (BTP) motif to self-assemble polyethylene oxide (PEO) chains into SPBs in water. For this purpose, we synthesized a library of BTP-PEO conjugates, in which we varied the amino acid unit (alanine vs. leucine vs. phenylalanine), the hydrophobic spacer (C6 vs.C12), and the steric hindrance imposed by PEO (2 vs. 5 vs. 10 kg mol-1, one vs. three polymer chains). In particular, the type of amino acid was hypothesized to have a crucial influence on the final morphol. A detailed characterization of the resp. solutions revealed that for the C6 spacer and one PEO2k chain, only phenylalanine containing core units formed the desirable SPBs, while in the other cases only spherical micelles (leucine) or barely any aggregation (alanine) was observed In contrast, the more hydrophobic C12 spacer resulted in an exclusive formation of SPBs, whereas the choice of the amino acid moiety had a minor influence on the observed morphol. Increasing the steric hindrance finally resulted in a transition from cylindrical toward spherical micelles. The broad structural variety offered by the choice of amino acids not only allows for an excellent control of the solution morphologies but also the potential integration of functional units to the core. In the experiment, the researchers used N-Boc-1,6-Diaminohexane(cas: 51857-17-1Formula: C11H24N2O2)
N-Boc-1,6-Diaminohexane(cas: 51857-17-1) is used to prepare 1,3-Bis[6-(Boc-amino)hexyl]urea by reacting with carbonyl dichloride in the presence of triethylamine. Further, it is used as a reagent for the introduction of a C6-spacer.Formula: C11H24N2O2
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