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Unsaturation‐Dependent Nanostructures Self‐Assembled from Oligopeptide Amphiphiles Capable of Generating Singlet Oxygen
Author(s) -
Feng JiaRu,
Qin SiYong,
Rong Lei,
Cheng YinJia,
Ma YiHan,
Zhang AiQing
Publication year - 2020
Publication title -
chemnanomat
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.947
H-Index - 32
ISSN - 2199-692X
DOI - 10.1002/cnma.201900549
Subject(s) - degree of unsaturation , amphiphile , singlet oxygen , double bond , oligopeptide , nanostructure , nanofiber , self assembly , molecule , hydrophobic effect , chemistry , photochemistry , oxygen , materials science , nanotechnology , organic chemistry , peptide , polymer , biochemistry , copolymer
We report here on three oligopeptide amphiphiles (OPA1‐3) with different unsaturated double bonds, which self‐assemble into shape‐specific nanostructures. It was found that OPA1 with saturated hydrophobic tail self‐assembled into conventional cylindrical nanofibers, while the unsaturated OPA2‐3 molecules self‐organized into helical nanoarchitectures. Due to the different double bond numbers in hydrophobic tails of OPA2‐3, the helical pitch and width of their self‐assemblies varied. Specially, linoleic acid‐bearing OPA3 could be oxidized by lipoxidase to create hydroperoxide‐containing OPA4, which further generated singlet oxygen ( 1 O 2 ) in the presence of catalytic iron (II) ion. The established system may provide a self‐deliverable nanoplatform for 1 O 2 ‐mediated cancer treatment.