Abstract
We report equilibrium, relaxation kinetic, and transient electric dichroism studies on the complex of the diamino steroid irehdiamine A with DNA. The results are consistent with a beta-kinked structure for the complex at saturation, with a kink in the DNA structure induced by a bound steroid every second base pair. The results that favor this hypothesis include an apparent length decrease of rod-like bacterial DNA molecules when only a small amount of drug is bound, followed by an apparent length increase at saturation. The limiting dichroism amplitude implies a substantial increase in the tilt of the bases relative to the orientation axis; at saturation the base UV transition moments are tilted about 31 degrees from the plane perpendicular to the orientation axis. Because of the direction of polarization of the 260-nm transition moments, the results indicate that the tilt of the bases must be predominantly in the short rather than the long axis of the base pair. The large hyperchroism of the complex is consistent with loss of base stacking, as required by a kinked structure. The kinetic results imply a bimolecular reaction mechanism, with a temperature-dependent association rate constant of roughly 10(8) M(-1) sec(-1), and a dissociation rate constant of about 5 x 10(3) sec(-1), nearly independent of temperature. The association activation energy and apparent reaction enthalpy vary from 12 to 22 kcal mol(-1); heat is absorbed on complex formation as expected for loss of base-stacking interactions. An anomalous result of the experiments is the larger apparent length increase (13%) exhibited by two eukaryotic DNAs, compared to 6% for three prokaryotic DNAs. Differences were also observed in the kinetic properties of the complexes.
MeSH Terms
Binding Sites
DNA
Diamines/pharmacology
Kinetics
Nucleic Acid Conformation/drug effects
Poly dA-dT
Pregnenes/pharmacology
Spectrum Analysis/methods
Chemicals
Diamines
Pregnenes
Poly dA-dT
irehdiamine A
DNA
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Dattagupta N
Hogan M
Crothers D M
References (18)
18 references, click to expand
-
Visualization of drug-nucleic acid interactions at atomic resolution. III. Unifying structural concepts in understanding drug-DNA interactions and their broader implications in understanding protein-DNA interactions.
J Mol Biol. 1977 Aug 15;114(3):333-65
PMID: 71352
-
How many base-pairs per turn does DNA have in solution and in chromatin? Some theoretical calculations.
Proc Natl Acad Sci U S A. 1978 Feb;75(2):640-4
PMID: 273227
-
Transient electric dichroism of rod-like DNA molecules.
Proc Natl Acad Sci U S A. 1978 Jan;75(1):195-9
PMID: 272634
-
Physicochemical studies on the interaction of irehdiamine A with bihelical DNA.
Biochemistry. 1977 Dec 27;16(26):5879-89
PMID: 588563
-
Organization of DNA in chromatin.
Proc Natl Acad Sci U S A. 1976 Sep;73(9):3068-72
PMID: 1067602
-
Calculation of binding isotherms for heterogenous polymers.
Biopolymers. 1968 Apr;6(4):575-84
PMID: 5644787
-
Nucleic acid interactions. VI. Effects of steroidal diamines.
Biochemistry. 1966 Jul;5(7):2177-91
PMID: 4289582
-
Stereochemical aspects of the interaction between steroidal diamines and DNA.
Nucleic Acids Res. 1975 Apr;2(4):567-86
PMID: 1169763
-
Theoretical aspects of DNA-protein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice.
J Mol Biol. 1974 Jun 25;86(2):469-89
PMID: 4416620
-
Uncoiling of bacteriophage PM2 DNA by binding of steroidal diamines.
Biochim Biophys Acta. 1972 Feb 23;262(1):18-23
PMID: 5017707
-
[Studies on the interaction of a diamine steroid, irehdiamine A, with desoxyribonucleic acid].
C R Acad Sci Hebd Seances Acad Sci D. 1968 Feb 12;266(7):731-4
PMID: 4969185
-
The lac repressor-operator interaction. 3. Kinetic studies.
J Mol Biol. 1970 Nov 14;53(3):401-17
PMID: 4924006
-
Nucleic acid-small molecule interactions. VII. Further characterization of deoxyribonucleic acid-diamino steroid complexes.
Biochemistry. 1968 Apr;7(4):1568-82
PMID: 4878044
-
Kinky helix.
Nature. 1975 Jun 12;255(5509):530-3
PMID: 1095931
-
DNA-ethidium reaction kinetics: demonstration of direct ligand transfer between DNA binding sites.
J Mol Biol. 1975 Jun 15;95(1):103-23
PMID: 1171251
-
Dichroism of TMV in pulsed electric fields.
Biopolymers. 1971;10(5):865-81
PMID: 5572631
-
Variation of the supercoils in closed circular DNA by binding of antibiotics and drugs: evidence for molecular models involving intercalation.
J Mol Biol. 1970 Dec 14;54(2):247-79
PMID: 5500444
-
Relaxation studies of the proflavine-DNA complex: the kinetics of an intercalation reaction.
J Mol Biol. 1969 Feb 14;39(3):461-77
PMID: 5390557