Efficient activation of a visible light-activatable CA4 prodrug through intermolecular photo-unclick chemistry in mitochondria

Moses Bio; Pallavi Rajaputra; Irene Lim; Pritam Thapa; Bomaonye Tienabeso; Robert E. Hurst; Youngjae You

doi:10.1039/c6cc09994g

Efficient activation of a visible light-activatable CA4 prodrug through intermolecular photo-unclick chemistry in mitochondria

Moses Bio
, Pallavi Rajaputra
, Irene Lim
, Pritam Thapa
, Bomaonye Tienabeso
, Robert E. Hurst
, Youngjae You

Pharmaceutical Sciences

University of Oklahoma

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

Photo-unclick chemistry mediates visible and near IR-controlled drug release via a singlet oxygen (SO)-cleavable linker. Due to the limited diffusion distance of SO in biological systems, a photosensitizer and the SO-cleavable linker have been conjugated in one molecule or mixed in nano-drug delivery systems. In this communication, we demonstrate a new strategy to activate prodrugs with photo-unclick chemistry in an intermolecular fashion using an SO-cleavable CA4 prodrug and a mitochondria-specific photosensitizer, protoporphyrin IX, formed from prodrug hexyl-5-aminolevulinate.

Original language	English
Pages (from-to)	1884-1887
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	11
DOIs	https://doi.org/10.1039/c6cc09994g
State	Published - 2017

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title = "Efficient activation of a visible light-activatable CA4 prodrug through intermolecular photo-unclick chemistry in mitochondria",

abstract = "Photo-unclick chemistry mediates visible and near IR-controlled drug release via a singlet oxygen (SO)-cleavable linker. Due to the limited diffusion distance of SO in biological systems, a photosensitizer and the SO-cleavable linker have been conjugated in one molecule or mixed in nano-drug delivery systems. In this communication, we demonstrate a new strategy to activate prodrugs with photo-unclick chemistry in an intermolecular fashion using an SO-cleavable CA4 prodrug and a mitochondria-specific photosensitizer, protoporphyrin IX, formed from prodrug hexyl-5-aminolevulinate.",

author = "Moses Bio and Pallavi Rajaputra and Irene Lim and Pritam Thapa and Bomaonye Tienabeso and Hurst, \{Robert E.\} and Youngjae You",

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AU - Bio, Moses

AU - Rajaputra, Pallavi

AU - Lim, Irene

AU - Thapa, Pritam

AU - Tienabeso, Bomaonye

AU - Hurst, Robert E.

AU - You, Youngjae

PY - 2017

Y1 - 2017

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AB - Photo-unclick chemistry mediates visible and near IR-controlled drug release via a singlet oxygen (SO)-cleavable linker. Due to the limited diffusion distance of SO in biological systems, a photosensitizer and the SO-cleavable linker have been conjugated in one molecule or mixed in nano-drug delivery systems. In this communication, we demonstrate a new strategy to activate prodrugs with photo-unclick chemistry in an intermolecular fashion using an SO-cleavable CA4 prodrug and a mitochondria-specific photosensitizer, protoporphyrin IX, formed from prodrug hexyl-5-aminolevulinate.

UR - https://www.scopus.com/pages/publications/85011397645

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SP - 1884

EP - 1887

JO - Chemical Communications

JF - Chemical Communications

IS - 11

ER -

Efficient activation of a visible light-activatable CA4 prodrug through intermolecular photo-unclick chemistry in mitochondria

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