Abstract
Here, we describe a rapid and efficient synthetic method of peptide-conjugated perylene diimide (P-PDI) using solid-phase peptide synthesis (SPPS). Due to severe insolubility of perylene dianhydride (PDA) as a starting material of perylene diimide (PDI), PDA was initially conjugated with amino acids to obtain soluble PDI derivatives. Target peptides were synthesized on a 2-chlorotrityl chloride resin using the SPPS method and then conjugated with the amino acid-appended PDI. Various conditions such as loading levels, reaction times and solvents were optimized for introducing the peptides to both sides of the amino acid-appended PDI. The final P-PDI was obtained with a maximum yield of 80% in 12 h. Its singlet oxygen-derived phototoxicity on cells was confirmed, which could be applicable to photodynamic therapy.
Original language | English |
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Pages (from-to) | 5896-5902 |
Number of pages | 7 |
Journal | ACS Omega |
Volume | 3 |
Issue number | 5 |
DOIs | |
Publication status | Published - 2018 May 31 |
ASJC Scopus subject areas
- Chemistry(all)
- Chemical Engineering(all)