Bis-intercalation of a cationic porphyrin dimer linked with trietylene glycol derivative to DNA from the major groove

Changyun Lee, Lindan Gong, Youngku Shon, Young Sun Lee, Suk Joong Lee, Sungwook Han, Seog K. Kim

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The binding mode of a porphyrin dimer to double stranded native DNA was investigated in this study using normal electric absorption, circular dichroism (CD) and linear dichroism (LD) spectroscopies. At the time of mixing, the spectral properties of the porphyrin dimer upon its association with DNA were characterized by hypochromism and a red shift in the absorption spectrum and by complicated CD and negative LD in the Soret region. As time elapsed, the CD spectrum became a negative single band and the negative LD signal increased. These spectral changes suggested that the majority of both porphyrin moieties of the dimer intercalated between the DNA base-pairs. The changes in the spectral characteristics of the DNA bound porphyrin-dimer were similar when the minor groove of DNA was saturated by 4′,6-diamidino-2-phenylindole (DAPI), which is well-known minor groove binding molecule. The spectral properties of DAPI, which can be summarized by a large positive induced CD in the DAPI absorption region (300∼400 nm) and wavelength-independent positive reduced LD, remained intact when the porphyrin dimer was present. These observations indicated that both DAPI and porphyrin bind to DNA simultaneously, and furthermore, the bis-intercalation of the porphyrin dimer occurs in the major groove.

Original languageEnglish
Pages (from-to)1159-1166
Number of pages8
JournalJournal of Porphyrins and Phthalocyanines
Volume16
Issue number11
DOIs
Publication statusPublished - 2012 Nov 1

Fingerprint

Glycols
Porphyrins
Intercalation
Dimers
Derivatives
Dichroism
DNA
Absorption spectra
Association reactions
Spectroscopy
Wavelength
Molecules
2-phenylindole

Keywords

  • bis-intercalation
  • circular dichroism
  • DNA
  • linear dichroism
  • major groove
  • porphyrin

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Bis-intercalation of a cationic porphyrin dimer linked with trietylene glycol derivative to DNA from the major groove. / Lee, Changyun; Gong, Lindan; Shon, Youngku; Lee, Young Sun; Lee, Suk Joong; Han, Sungwook; Kim, Seog K.

In: Journal of Porphyrins and Phthalocyanines, Vol. 16, No. 11, 01.11.2012, p. 1159-1166.

Research output: Contribution to journalArticle

Lee, Changyun ; Gong, Lindan ; Shon, Youngku ; Lee, Young Sun ; Lee, Suk Joong ; Han, Sungwook ; Kim, Seog K. / Bis-intercalation of a cationic porphyrin dimer linked with trietylene glycol derivative to DNA from the major groove. In: Journal of Porphyrins and Phthalocyanines. 2012 ; Vol. 16, No. 11. pp. 1159-1166.
@article{3ad54591ca3f4983bebc22e2b768a4e5,
title = "Bis-intercalation of a cationic porphyrin dimer linked with trietylene glycol derivative to DNA from the major groove",
abstract = "The binding mode of a porphyrin dimer to double stranded native DNA was investigated in this study using normal electric absorption, circular dichroism (CD) and linear dichroism (LD) spectroscopies. At the time of mixing, the spectral properties of the porphyrin dimer upon its association with DNA were characterized by hypochromism and a red shift in the absorption spectrum and by complicated CD and negative LD in the Soret region. As time elapsed, the CD spectrum became a negative single band and the negative LD signal increased. These spectral changes suggested that the majority of both porphyrin moieties of the dimer intercalated between the DNA base-pairs. The changes in the spectral characteristics of the DNA bound porphyrin-dimer were similar when the minor groove of DNA was saturated by 4′,6-diamidino-2-phenylindole (DAPI), which is well-known minor groove binding molecule. The spectral properties of DAPI, which can be summarized by a large positive induced CD in the DAPI absorption region (300∼400 nm) and wavelength-independent positive reduced LD, remained intact when the porphyrin dimer was present. These observations indicated that both DAPI and porphyrin bind to DNA simultaneously, and furthermore, the bis-intercalation of the porphyrin dimer occurs in the major groove.",
keywords = "bis-intercalation, circular dichroism, DNA, linear dichroism, major groove, porphyrin",
author = "Changyun Lee and Lindan Gong and Youngku Shon and Lee, {Young Sun} and Lee, {Suk Joong} and Sungwook Han and Kim, {Seog K.}",
year = "2012",
month = "11",
day = "1",
doi = "10.1142/S1088424612501283",
language = "English",
volume = "16",
pages = "1159--1166",
journal = "Journal of Porphyrins and Phthalocyanines",
issn = "1088-4246",
publisher = "Society of Porphyrins and Phthalocyanines (SPP)",
number = "11",

}

TY - JOUR

T1 - Bis-intercalation of a cationic porphyrin dimer linked with trietylene glycol derivative to DNA from the major groove

AU - Lee, Changyun

AU - Gong, Lindan

AU - Shon, Youngku

AU - Lee, Young Sun

AU - Lee, Suk Joong

AU - Han, Sungwook

AU - Kim, Seog K.

PY - 2012/11/1

Y1 - 2012/11/1

N2 - The binding mode of a porphyrin dimer to double stranded native DNA was investigated in this study using normal electric absorption, circular dichroism (CD) and linear dichroism (LD) spectroscopies. At the time of mixing, the spectral properties of the porphyrin dimer upon its association with DNA were characterized by hypochromism and a red shift in the absorption spectrum and by complicated CD and negative LD in the Soret region. As time elapsed, the CD spectrum became a negative single band and the negative LD signal increased. These spectral changes suggested that the majority of both porphyrin moieties of the dimer intercalated between the DNA base-pairs. The changes in the spectral characteristics of the DNA bound porphyrin-dimer were similar when the minor groove of DNA was saturated by 4′,6-diamidino-2-phenylindole (DAPI), which is well-known minor groove binding molecule. The spectral properties of DAPI, which can be summarized by a large positive induced CD in the DAPI absorption region (300∼400 nm) and wavelength-independent positive reduced LD, remained intact when the porphyrin dimer was present. These observations indicated that both DAPI and porphyrin bind to DNA simultaneously, and furthermore, the bis-intercalation of the porphyrin dimer occurs in the major groove.

AB - The binding mode of a porphyrin dimer to double stranded native DNA was investigated in this study using normal electric absorption, circular dichroism (CD) and linear dichroism (LD) spectroscopies. At the time of mixing, the spectral properties of the porphyrin dimer upon its association with DNA were characterized by hypochromism and a red shift in the absorption spectrum and by complicated CD and negative LD in the Soret region. As time elapsed, the CD spectrum became a negative single band and the negative LD signal increased. These spectral changes suggested that the majority of both porphyrin moieties of the dimer intercalated between the DNA base-pairs. The changes in the spectral characteristics of the DNA bound porphyrin-dimer were similar when the minor groove of DNA was saturated by 4′,6-diamidino-2-phenylindole (DAPI), which is well-known minor groove binding molecule. The spectral properties of DAPI, which can be summarized by a large positive induced CD in the DAPI absorption region (300∼400 nm) and wavelength-independent positive reduced LD, remained intact when the porphyrin dimer was present. These observations indicated that both DAPI and porphyrin bind to DNA simultaneously, and furthermore, the bis-intercalation of the porphyrin dimer occurs in the major groove.

KW - bis-intercalation

KW - circular dichroism

KW - DNA

KW - linear dichroism

KW - major groove

KW - porphyrin

UR - http://www.scopus.com/inward/record.url?scp=84867855308&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84867855308&partnerID=8YFLogxK

U2 - 10.1142/S1088424612501283

DO - 10.1142/S1088424612501283

M3 - Article

AN - SCOPUS:84867855308

VL - 16

SP - 1159

EP - 1166

JO - Journal of Porphyrins and Phthalocyanines

JF - Journal of Porphyrins and Phthalocyanines

SN - 1088-4246

IS - 11

ER -