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Synthesis of Alkyl Bridged‐Tris‐α‐Amino Acids as C 3 ‐Symmetric and Linear Linkers
Author(s) -
Uchino Ayumi,
Tsukano Chihiro,
Imamoto Tsuneo,
Irie Kazuhiro
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001592
Subject(s) - trimer , chemistry , tris , amino acid , alkyl , dimer , stereochemistry , planarity testing , ring (chemistry) , organic chemistry , crystallography , biochemistry
Although bis‐α‐amino acids have been used to synthesize dimer models of aggregative peptides involved in neurodegenerative diseases, tris‐α‐amino acids are employed to a lesser extent for trimer models. The reported tris‐α‐amino acids substituted on the 1,3,5‐positions of an aromatic ring are not suitable for mimicking trimers due to their low flexibility and high planarity. Here, we design and synthesize two new alkyl bridged‐tris‐α‐amino acids with Fmoc protecting groups as new flexible linkers for trimer models.

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