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. 2023 May 10;8(20):17350–17361. doi: 10.1021/acsomega.3c01822

Figure 2.

Figure 2

Chiral porphyrin aggregates. (a) Chemical structure of the porphyrin 1 and adenosine triphosphate (ATP). (b) Scheme of the proposed self-assembly pathway, with the formation of helical multiscale aggregates of porphyrin 1 induced by ATP and disassembled by alkaline phosphatase (ALP). (c,d) CD spectra (c) and size distribution from dynamic light scattering (d) of solutions of porphyrin 1 alone or with different types of phosphates. (e) TEM images of 1 alone (blue frame) and the right-handed double helical 1-ATP assembly (red frames). The white arrow points to a double helix structure, while the yellow arrow points to a single helix structure. (f) Snapshot of a molecular dynamics trajectory with porphyrin 1 and ATP. The left panel represents side and top views of the aggregated structure, while the right panel shows a side view of the aggregate with porphyrin alkyl-ammonium side chains and ATP molecules hidden for clarity. Adapted with permission from ref (12b). Copyright 2019 American Chemical Society.