10.1002/chem.201800857
Chemistry - A European Journal
COMMUNICATION
same or better than many previously reported amphiphilic C-
AFGP analogues bearing a pyranose residue with long alkyl
chains.[26] Interestingly, unlike AFGP8, a naturally occurring
isolate with an average molecular weight of 2.6 kDa, AFGP-PBIs
1 and 2 did not exhibit any thermal hysteresis (TH) or dynamic ice
shaping (DIS) properties and thus do not strongly bind to ice.
Whilst the IRI activity of the AFGP-PBIs is weak compared with
AFGP8, the absence of ice reshaping properties is encouraging
since this has been shown to strongly correlate with damaging ice
spicule formation at higher concentrations of AFGPs.[3b, 27]
Keywords: 1D self-assembly • perylene bisimides • antifreeze
glycopeptides.
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polymeric and supramolecular IRIs, this nevertheless represents
important proof-of-principle for the future development of
biomimetic IRIs presenting native AFGP motifs, along with 1D
self-assembled networks presenting bioactive glycopeptides.
Future work will focus on determining the mechanism of IRI
activity and the lack of ice binding properties using molecular
dynamics simulations, along with the development of more potent
analogues employing alternative -conjugated systems.
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B. W. would like to thank the Australian Research Council DECRA
award (DE130101673) and the University of New England for
funding. R. N. B. acknowledges the Natural Sciences and
Engineering Research Council of Canada (NSERC), Canadian
Blood Services (CBS) and Canadian Institutes of Health
Research (CIHR) for financial support. M. K. A. and E. S. would
like to thank NSERC for a Canada Graduate Scholarship (CGS
D) and Undergraduate Student Research Award (USRA),
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Conflict of Interest
The authors declare no conflicts of interest.
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