Facile one-pot synthesis of cyclic peptide-conjugated photosensitisers for targeted photodynamic therapy

Jacky C.H. Chu; Caixia Yang; Wing Ping Fong; Clarence T.T. Wong; Dennis K.P. Ng

doi:10.1039/d0cc05264g

Facile one-pot synthesis of cyclic peptide-conjugated photosensitisers for targeted photodynamic therapy

Jacky C.H. Chu, Caixia Yang, Wing Ping Fong, Clarence T.T. Wong, Dennis K.P. Ng

Research output: Journal article publication › Journal article › Academic research › peer-review

13 Citations (Scopus)

Abstract

A novel synthetic strategy forin situcyclisation of peptides and conjugation with functional boron dipyrromethenes (BODIPYs) has been developed. Linear peptides with up to 16 amino acid residues can be cyclised effectively and the resulting conjugates can be isolated in higher than 20% yield. One of the conjugates having a cyclic RGD moiety has been studied bothin vitroandin vivo. It exhibits high and selective affinity towards the α_vβ₃-positive cell lines and induces high photocytotoxicity. The conjugate can also selectively localise in and effectively inhibit the growth of α_vβ₃-overexpressed tumourin vivo.

Original language	English
Pages (from-to)	11941-11944
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	80
DOIs	https://doi.org/10.1039/d0cc05264g
Publication status	Published - 14 Oct 2020
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d0cc05264g

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title = "Facile one-pot synthesis of cyclic peptide-conjugated photosensitisers for targeted photodynamic therapy",

abstract = "A novel synthetic strategy forin situcyclisation of peptides and conjugation with functional boron dipyrromethenes (BODIPYs) has been developed. Linear peptides with up to 16 amino acid residues can be cyclised effectively and the resulting conjugates can be isolated in higher than 20% yield. One of the conjugates having a cyclic RGD moiety has been studied bothin vitroandin vivo. It exhibits high and selective affinity towards the αvβ3-positive cell lines and induces high photocytotoxicity. The conjugate can also selectively localise in and effectively inhibit the growth of αvβ3-overexpressed tumourin vivo.",

author = "Chu, {Jacky C.H.} and Caixia Yang and Fong, {Wing Ping} and Wong, {Clarence T.T.} and Ng, {Dennis K.P.}",

note = "Funding Information: This work was supported by a General Research Fund from the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. 14304817) and a Direct Grant for Research of The Chinese University of Hong Kong (Project No. 4053277). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2020. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",

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language = "English",

volume = "56",

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publisher = "Royal Society of Chemistry",

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AU - Chu, Jacky C.H.

AU - Yang, Caixia

AU - Fong, Wing Ping

AU - Wong, Clarence T.T.

AU - Ng, Dennis K.P.

N1 - Funding Information: This work was supported by a General Research Fund from the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. 14304817) and a Direct Grant for Research of The Chinese University of Hong Kong (Project No. 4053277). Publisher Copyright: © The Royal Society of Chemistry 2020. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2020/10/14

Y1 - 2020/10/14

N2 - A novel synthetic strategy forin situcyclisation of peptides and conjugation with functional boron dipyrromethenes (BODIPYs) has been developed. Linear peptides with up to 16 amino acid residues can be cyclised effectively and the resulting conjugates can be isolated in higher than 20% yield. One of the conjugates having a cyclic RGD moiety has been studied bothin vitroandin vivo. It exhibits high and selective affinity towards the αvβ3-positive cell lines and induces high photocytotoxicity. The conjugate can also selectively localise in and effectively inhibit the growth of αvβ3-overexpressed tumourin vivo.

AB - A novel synthetic strategy forin situcyclisation of peptides and conjugation with functional boron dipyrromethenes (BODIPYs) has been developed. Linear peptides with up to 16 amino acid residues can be cyclised effectively and the resulting conjugates can be isolated in higher than 20% yield. One of the conjugates having a cyclic RGD moiety has been studied bothin vitroandin vivo. It exhibits high and selective affinity towards the αvβ3-positive cell lines and induces high photocytotoxicity. The conjugate can also selectively localise in and effectively inhibit the growth of αvβ3-overexpressed tumourin vivo.

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U2 - 10.1039/d0cc05264g

DO - 10.1039/d0cc05264g

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JO - Chemical Communications

JF - Chemical Communications

IS - 80

ER -

Facile one-pot synthesis of cyclic peptide-conjugated photosensitisers for targeted photodynamic therapy

Abstract

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