Synthesis of novel DNA-interacting phthalocyanines

Canan Uslan; B. Şebnem Sesalan

doi:10.1016/j.dyepig.2011.12.003

Synthesis of novel DNA-interacting phthalocyanines

Canan Uslan, B. Şebnem Sesalan^*

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

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

43 Citations (Scopus)

Abstract

The new copper hexamethyleneimino-ethoxy substituted phthalocyanine (pc) (2) and its quaternized derivative (2Q) were synthesized. The interaction of quaternized copper (2Q), quaternized cobalt (3Q) and zinc (4Q) phthalocyanines (pcs) with calf thymus (CT) DNA was investigated by UV/Vis spectrophotometric methods and gel electrophoresis. With the addition of pcs, the change in the thermal denaturation profile of DNA was observed. The results indicated that these molecules exhibit efficient DNA binding activity. Generation of singlet oxygen by 2 and 2Q and photocleavage of CT-DNA were determined. All the experimental data proved that these water soluble pcs can act as active components in the photocleavage of DNA.

Original language	English
Pages (from-to)	127-135
Number of pages	9
Journal	Dyes and Pigments
Volume	94
Issue number	1
DOIs	https://doi.org/10.1016/j.dyepig.2011.12.003
Publication status	Published - Jul 2012

Keywords

DNA
Gel electrophoresis
Metallophthalocyanine
Photosensitizer
Quaternization
Singlet oxygen

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10.1016/j.dyepig.2011.12.003

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title = "Synthesis of novel DNA-interacting phthalocyanines",

abstract = "The new copper hexamethyleneimino-ethoxy substituted phthalocyanine (pc) (2) and its quaternized derivative (2Q) were synthesized. The interaction of quaternized copper (2Q), quaternized cobalt (3Q) and zinc (4Q) phthalocyanines (pcs) with calf thymus (CT) DNA was investigated by UV/Vis spectrophotometric methods and gel electrophoresis. With the addition of pcs, the change in the thermal denaturation profile of DNA was observed. The results indicated that these molecules exhibit efficient DNA binding activity. Generation of singlet oxygen by 2 and 2Q and photocleavage of CT-DNA were determined. All the experimental data proved that these water soluble pcs can act as active components in the photocleavage of DNA.",

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T1 - Synthesis of novel DNA-interacting phthalocyanines

AU - Uslan, Canan

AU - Şebnem Sesalan, B.

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N2 - The new copper hexamethyleneimino-ethoxy substituted phthalocyanine (pc) (2) and its quaternized derivative (2Q) were synthesized. The interaction of quaternized copper (2Q), quaternized cobalt (3Q) and zinc (4Q) phthalocyanines (pcs) with calf thymus (CT) DNA was investigated by UV/Vis spectrophotometric methods and gel electrophoresis. With the addition of pcs, the change in the thermal denaturation profile of DNA was observed. The results indicated that these molecules exhibit efficient DNA binding activity. Generation of singlet oxygen by 2 and 2Q and photocleavage of CT-DNA were determined. All the experimental data proved that these water soluble pcs can act as active components in the photocleavage of DNA.

AB - The new copper hexamethyleneimino-ethoxy substituted phthalocyanine (pc) (2) and its quaternized derivative (2Q) were synthesized. The interaction of quaternized copper (2Q), quaternized cobalt (3Q) and zinc (4Q) phthalocyanines (pcs) with calf thymus (CT) DNA was investigated by UV/Vis spectrophotometric methods and gel electrophoresis. With the addition of pcs, the change in the thermal denaturation profile of DNA was observed. The results indicated that these molecules exhibit efficient DNA binding activity. Generation of singlet oxygen by 2 and 2Q and photocleavage of CT-DNA were determined. All the experimental data proved that these water soluble pcs can act as active components in the photocleavage of DNA.

KW - DNA

KW - Gel electrophoresis

KW - Metallophthalocyanine

KW - Photosensitizer

KW - Quaternization

KW - Singlet oxygen

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DO - 10.1016/j.dyepig.2011.12.003

M3 - Article

AN - SCOPUS:84855181827

SN - 0143-7208

VL - 94

SP - 127

EP - 135

JO - Dyes and Pigments

JF - Dyes and Pigments

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ER -

Synthesis of novel DNA-interacting phthalocyanines

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Keywords

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