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Effect of testosterone and its aliphatic and aromatic dimers on DNA morphology.

Abstract：

:Conjugation of DNA with testosterone and it aliphatic dimer (alip) and aromatic dimer (arom) was investigated in aqueous solution at pH 7.4. Multiple spectroscopic methods, transmission electron microscopy (TEM) and molecular modeling were used to characterize steroid-DNA binding and DNA morphology. Spectroscopic analysis showed that testosterone binds DNA via A7, A16, A17, T8, T15 and T18 nucleobases with overall binding constants Ktest-DNA=1.8 (±0.4)×104M-1, Ktest-dimeralip-DNA=5.7 (±0.7)×104M-1 and Ktest-dimer-arom-DNA=7.3 (±0.9)×104M-1. The binding affinity increases in this order: testosterone dimer-aromatic>testosterone dimer-aliphatic>testosterone. The steroid loading efficacy was 40-50%. Transmission electron microscopy showed major changes in DNA morphology as testosterone-DNA interaction occurred with increase in the diameter of the DNA aggregate, indicating encapsulation of testosterone by DNA. Modeling showed the presence of several nucleobases attached to testosterone with the free binding energy of -4.93Kcal/mol.

journal_name

Int J Biol Macromol

journal_title

International journal of biological macromolecules

authors

Chanphai P,Agudelo D,Vesper AR,Bérubé G,Tajmir-Riahi HA

doi

10.1016/j.ijbiomac.2016.09.090

subject

Has Abstract

pub_date

2017-02-01 00:00:00

pages

850-855

eissn

0141-8130

issn

1879-0003

pii

S0141-8130(16)31675-0

journal_volume

95

pub_type

杂志文章

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