Literature DB >> 6938965

Molecular structure of an anticancer drug-DNA complex: daunomycin plus d(CpGpTpApCpG).

G J Quigley, A H Wang, G Ughetto, G van der Marel, J H van Boom, A Rich.   

Abstract

The structure of the crystalline daunomycin-d(CpGpTpApCpG) complex has been solved by x-ray diffraction analysis. The DNA forms a six-base-pair right-handed double helix with two daunomycin molecules intercalated in the d(CpG) sequences. The daunomycin aglycone chromophore is oriented at right angles to the long dimension of the DNA base pairs and the cyclohexene ring rests in the minor groove. Substituents on this ring have hydrogen bonding interactions to the base pairs above and below the intercalation site. These appear to be specific for anthracycline antibiotics. The amino sugar lies in the minor groove of the double helix without bonding to the DNA. The DNA double helix is distorted in a novel manner in accommodating the drug.

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Year:  1980        PMID： 6938965      PMCID： PMC350470          DOI： 10.1073/pnas.77.12.7204

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  16 in total

1.  Visualization of drug-nucleic acid interactions at atomic resolution. II. Structure of an ethidium/dinucleoside monophosphate crystalline complex, ethidium:5-iodocytidylyl (3'-5') guanosine.

Authors:  S C Jain; C C Tsai; H M Sobell
Journal:  J Mol Biol       Date:  1977-08-15       Impact factor: 5.469

2.  Structure of a dinucleoside phosphate--drug complex as model for nucleic acid--drug interaction.

Authors:  S Neidle; A Achari; G L Taylor; H M Berman; H L Carrell; J P Glusker; W C Stallings
Journal:  Nature       Date:  1977-09-22       Impact factor: 49.962

3.  Visualization of drug-nucleic acid interactions at atomic resolution. I. Structure of an ethidium/dinucleoside monophosphate crystalline complex, ethidium:5-iodouridylyl (3'-5') adenosine.

Authors:  C C Tsai; S C Jain; H M Sobell
Journal:  J Mol Biol       Date:  1977-08-15       Impact factor: 5.469

4.  The degree of unwinding of the DNA helix by ethidium. I. Titration of twisted PM2 DNA molecules in alkaline cesium chloride density gradients.

Authors:  J C Wang
Journal:  J Mol Biol       Date:  1974-11-15       Impact factor: 5.469

5.  Stereochemistry of intercalation: interaction of daunomycin with DNA.

Authors:  W J Pigram; W Fuller; L D Hamilton
Journal:  Nat New Biol       Date:  1972-01-05

6.  Variation of the supercoils in closed circular DNA by binding of antibiotics and drugs: evidence for molecular models involving intercalation.

Authors:  M Waring
Journal:  J Mol Biol       Date:  1970-12-14       Impact factor: 5.469

7.  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.

Authors:  H M Sobell; C C Tsai; S C Jain; S G Gilbert
Journal:  J Mol Biol       Date:  1977-08-15       Impact factor: 5.469

8.  DNA double helical fragment at atomic resolution.

Authors:  M A Viswamitra; O Kennard; P G Jones; G M Sheldrick; S Salisbury; L Favello; Z Shakked
Journal:  Nature       Date:  1978-06-22       Impact factor: 49.962

9.  Interaction specificity of the anthracyclines with deoxyribonucleic acid.

Authors:  E J Gabbay; D Grier; R E Fingerle; R Reimer; R Levy; S W Pearce; W D Wilson
Journal:  Biochemistry       Date:  1976-05-18       Impact factor: 3.162

10.  Molecular structure of a double helical DNA fragment intercalator complex between deoxy CpG and a terpyridine platinum compound.

Authors:  A H Wang; J Nathans; G van der Marel; J H van Boom; A Rich
Journal:  Nature       Date:  1978-11-30       Impact factor: 49.962
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  59 in total

1.  Ternary interactions of spermine with DNA: 4'-epiadriamycin and other DNA: anthracycline complexes.

Authors:  L D Williams; C A Frederick; G Ughetto; A Rich
Journal:  Nucleic Acids Res       Date:  1990-09-25       Impact factor: 16.971

2.  Enthalpy-entropy compensations in drug-DNA binding studies.

Authors:  K J Breslauer; D P Remeta; W Y Chou; R Ferrante; J Curry; D Zaunczkowski; J G Snyder; L A Marky
Journal:  Proc Natl Acad Sci U S A       Date:  1987-12       Impact factor: 11.205

3.  Computer-aided molecular modeling and design of DNA-inserting molecules.

Authors:  F J van der Klein-de Gunst; J H van Boom; R M Liskamp
Journal:  J Comput Aided Mol Des       Date:  1992-02       Impact factor: 3.686

4.  The molecular structure of a 4'-epiadriamycin complex with d(TGATCA) at 1.7A resolution: comparison with the structure of 4'-epiadriamycin d(TGTACA) and d(CGATCG) complexes.

Authors:  B Langlois d'Estaintot; B Gallois; T Brown; W N Hunter
Journal:  Nucleic Acids Res       Date:  1992-07-25       Impact factor: 16.971

5.  Insights in the glycosylation steps during biosynthesis of the antitumor anthracycline cosmomycin: characterization of two glycosyltransferase genes.

Authors:  Leandro M Garrido; Felipe Lombó; Irfan Baig; Mohammad Nur-E-Alam; Renata L A Furlan; Charlotte C Borda; Alfredo Braña; Carmen Méndez; José A Salas; Jürgen Rohr; Gabriel Padilla
Journal:  Appl Microbiol Biotechnol       Date:  2006-06-30       Impact factor: 4.813

Review 6.  DNA structure and perturbation by drug binding.

Authors:  S Neidle; L H Pearl; J V Skelly
Journal:  Biochem J       Date:  1987-04-01       Impact factor: 3.857

7.  Anthracycline-binding induced DNA stiffening, bending and elongation; stereochemical implications from viscometric investigations.

Authors:  K E Reinert
Journal:  Nucleic Acids Res       Date:  1983-05-25       Impact factor: 16.971

8.  In vitro transcription analysis of the role of flanking sequence on the DNA sequence specificity of adriamycin.

Authors:  H Trist; D R Phillips
Journal:  Nucleic Acids Res       Date:  1989-05-25       Impact factor: 16.971

9.  Daunomycin inhibits the B leads to Z transition in poly d(G-C).

Authors:  J B Chaires
Journal:  Nucleic Acids Res       Date:  1983-12-10       Impact factor: 16.971

10.  Specific interaction of netropsin, distamycin-3 and analogs with LC duplexes: reversion towards the B form of the 2'-deoxy-.2'-deoxy-2'-fluoro-hybrid duplexes upon specific interaction with netropsin, distamycin-3 and analogs.

Authors:  C Marck; N Kakiuchi; W Guschlbauer
Journal:  Nucleic Acids Res       Date:  1982-10-11       Impact factor: 16.971
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