Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex

M. Spinelli, J. C. Dabrowiak

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

The interaction of Cu(II) with the native and heat-denatured DNA complexes of daunomycin (1) and N-(trifluoroacetyl)daunomycin (3) has been examined by using absorption and circular dichroism spectroscopies. At low rt, where rt is the input molar ratio of drug to DNA phosphate, Cu(II) interacts with the native and heat-denatured calf thymus DNA complex of daunomycin to form a ternary complex involving the aglycon portion of the antibiotic, Cu(II), and DNA. A Job plot of the titration involving Cu(II) and heat-denatured DNA shows that the Cu(II)-drug stoichiometry in the ternary complex is ≤1. Although the N-(trifluoroacetyl)daunomycin-native DNA complex does not form a ternary complex, the denatured DNA complex with the antibiotic does. Copper(II) titrations of the daunomycinnative DNA complex, at high rt, where both strongly and weakly bound antibiotic molecules are very likely present in solution result in the formation of both the ternary species as well as a binary complex involving only the metal ion and the antibiotic. The spectroscopic results indicate that in the ternary complex, the Cu(II) ion is bound to the unintercalated aglycon portion of the antibiotic and very likely also to the heterocyclic bases of DNA.

Original languageEnglish (US)
Pages (from-to)5862-5870
Number of pages9
JournalBiochemistry
Volume21
Issue number23
StatePublished - 1982

Fingerprint

Thymus
Daunorubicin
Thymus Gland
Copper
Ions
DNA
Anti-Bacterial Agents
Hot Temperature
Titration
Circular dichroism spectroscopy
Circular Dichroism
Stoichiometry
Pharmaceutical Preparations
Metal ions
Spectrum Analysis
Metals
Phosphates
Molecules

ASJC Scopus subject areas

  • Biochemistry

Cite this

Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex. / Spinelli, M.; Dabrowiak, J. C.

In: Biochemistry, Vol. 21, No. 23, 1982, p. 5862-5870.

Research output: Contribution to journalArticle

Spinelli, M & Dabrowiak, JC 1982, 'Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex', Biochemistry, vol. 21, no. 23, pp. 5862-5870.
Spinelli, M. ; Dabrowiak, J. C. / Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex. In: Biochemistry. 1982 ; Vol. 21, No. 23. pp. 5862-5870.
@article{b264c5dbb18e48bf855ac8450bf36fa1,
title = "Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex",
abstract = "The interaction of Cu(II) with the native and heat-denatured DNA complexes of daunomycin (1) and N-(trifluoroacetyl)daunomycin (3) has been examined by using absorption and circular dichroism spectroscopies. At low rt, where rt is the input molar ratio of drug to DNA phosphate, Cu(II) interacts with the native and heat-denatured calf thymus DNA complex of daunomycin to form a ternary complex involving the aglycon portion of the antibiotic, Cu(II), and DNA. A Job plot of the titration involving Cu(II) and heat-denatured DNA shows that the Cu(II)-drug stoichiometry in the ternary complex is ≤1. Although the N-(trifluoroacetyl)daunomycin-native DNA complex does not form a ternary complex, the denatured DNA complex with the antibiotic does. Copper(II) titrations of the daunomycinnative DNA complex, at high rt, where both strongly and weakly bound antibiotic molecules are very likely present in solution result in the formation of both the ternary species as well as a binary complex involving only the metal ion and the antibiotic. The spectroscopic results indicate that in the ternary complex, the Cu(II) ion is bound to the unintercalated aglycon portion of the antibiotic and very likely also to the heterocyclic bases of DNA.",
author = "M. Spinelli and Dabrowiak, {J. C.}",
year = "1982",
language = "English (US)",
volume = "21",
pages = "5862--5870",
journal = "Biochemistry",
issn = "0006-2960",
publisher = "American Chemical Society",
number = "23",

}

TY - JOUR

T1 - Interaction of copper(II) ions with the daunomycin-calf thymus deoxyribonucleic acid complex

AU - Spinelli, M.

AU - Dabrowiak, J. C.

PY - 1982

Y1 - 1982

N2 - The interaction of Cu(II) with the native and heat-denatured DNA complexes of daunomycin (1) and N-(trifluoroacetyl)daunomycin (3) has been examined by using absorption and circular dichroism spectroscopies. At low rt, where rt is the input molar ratio of drug to DNA phosphate, Cu(II) interacts with the native and heat-denatured calf thymus DNA complex of daunomycin to form a ternary complex involving the aglycon portion of the antibiotic, Cu(II), and DNA. A Job plot of the titration involving Cu(II) and heat-denatured DNA shows that the Cu(II)-drug stoichiometry in the ternary complex is ≤1. Although the N-(trifluoroacetyl)daunomycin-native DNA complex does not form a ternary complex, the denatured DNA complex with the antibiotic does. Copper(II) titrations of the daunomycinnative DNA complex, at high rt, where both strongly and weakly bound antibiotic molecules are very likely present in solution result in the formation of both the ternary species as well as a binary complex involving only the metal ion and the antibiotic. The spectroscopic results indicate that in the ternary complex, the Cu(II) ion is bound to the unintercalated aglycon portion of the antibiotic and very likely also to the heterocyclic bases of DNA.

AB - The interaction of Cu(II) with the native and heat-denatured DNA complexes of daunomycin (1) and N-(trifluoroacetyl)daunomycin (3) has been examined by using absorption and circular dichroism spectroscopies. At low rt, where rt is the input molar ratio of drug to DNA phosphate, Cu(II) interacts with the native and heat-denatured calf thymus DNA complex of daunomycin to form a ternary complex involving the aglycon portion of the antibiotic, Cu(II), and DNA. A Job plot of the titration involving Cu(II) and heat-denatured DNA shows that the Cu(II)-drug stoichiometry in the ternary complex is ≤1. Although the N-(trifluoroacetyl)daunomycin-native DNA complex does not form a ternary complex, the denatured DNA complex with the antibiotic does. Copper(II) titrations of the daunomycinnative DNA complex, at high rt, where both strongly and weakly bound antibiotic molecules are very likely present in solution result in the formation of both the ternary species as well as a binary complex involving only the metal ion and the antibiotic. The spectroscopic results indicate that in the ternary complex, the Cu(II) ion is bound to the unintercalated aglycon portion of the antibiotic and very likely also to the heterocyclic bases of DNA.

UR - http://www.scopus.com/inward/record.url?scp=0020366871&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0020366871&partnerID=8YFLogxK

M3 - Article

C2 - 7150531

AN - SCOPUS:0020366871

VL - 21

SP - 5862

EP - 5870

JO - Biochemistry

JF - Biochemistry

SN - 0006-2960

IS - 23

ER -