Solid-Phase Synthesis of Peptide-Conjugated Perylene Diimide Bolaamphiphile and Its Application in Photodynamic Therapy

Title
Solid-Phase Synthesis of Peptide-Conjugated Perylene Diimide Bolaamphiphile and Its Application in Photodynamic Therapy
Authors
김세훈정용채김영오Sung-Jun ParkByeong Yeon JungHyung-Seok JangSeo Keong ChoiJaehi KimDong-Sik ShinYoon-Sik Lee
Keywords
peptide
Issue Date
2018-05
Publisher
ACS omega
Citation
VOL 3-5902
Abstract
Here, we describe a rapid and efficient synthetic method of peptideconjugated 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.
URI
http://pubs.kist.re.kr/handle/201004/67680
ISSN
2470-1343
Appears in Collections:
KIST Publication > Article
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