Conformational studies of d(m5CpGpm5CpG) and d(CpGpCpG) by 1H and 31P NMR.

Exhaustive conformational studies of d(CpG)2 and d(m5CpG)2, two convenient targets for DNA bisintercalating drugs, have been carried out by 1H and 31P NMR in low salt concentration and in the presence of 30% ethanol. Unambiguous 31P assignments of the B for are obtained with low-power heteronuclear decoupling experiments, while 31P assignments in the Z form are obtained by two-dimensional homonuclear chemical exchange experiments. The 31P chemical shifts and 3JH3'P coupling constants studied at various temperatures in methylated and non-methylated tetranucleotides, are interpreted as resulting from conformational differences between the compounds. These features are corroborated by homonuclear proton nuclear Overhauser effect experiments showing the steric role of the 5-methylcytosine in the induction of an alternating B form in d(m5CpG)2.

[1]  J. Ramstein,et al.  Effect of B-Z transition and nucleic acid structure on the conformational dynamics of bound ethidium dimer measured by hydrogen deuterium exchange kinetics. , 1985, Nucleic acids research.

[2]  G. A. van der Marel,et al.  Carbon-13 NMR in conformational analysis of nucleic acid fragments. 4. The torsion angle distribution about the C3'-O3' bond in DNA constituents. , 1985, Nucleic acids research.

[3]  B. Hartmann,et al.  Thermal stability of the Z-conformation of the tetranucleoside triphosphate (m5dC-dG)2. , 1984, Biochemical and biophysical research communications.

[4]  W. J. Becktel,et al.  Solvation effects on the 31P‐nmr chemical shifts and infrared spectra of phosphate diesters , 1984, Biopolymers.

[5]  B. Roques,et al.  Effects of new antitumor bifunctional intercalators derived from 7H-pyridocarbazole on sensitive and resistant L 1210 cells. , 1984, Cancer research.

[6]  L. Kan,et al.  1H‐ and 31P‐nuclear magnetic resonance studies on the conformation of d‐(CpGpCpG)2 and d‐(CpGpCpGpCpG)2 short helices in B‐conformation , 1984 .

[7]  C. Hanstock,et al.  Synthesis, complete 1H assignments and conformations of the self-complementary hexadeoxyribonucleotide [d(CpGpApTpCpG)]2 and its fragments by high field NMR. , 1984, Nucleic acids research.

[8]  B. Pullman,et al.  Contributions of the PO ester and CO torsion angles of the phosphate group to 31P‐nuclear magnetic shielding constant in nucleic acids: Theoretical and experimental study of model compounds , 1984, Biopolymers.

[9]  A. Rich,et al.  A one- and two-dimensional NMR study of the B to Z transition of (m5dC-dG)3 in methanolic solution. , 1984, Nucleic acids research.

[10]  J. Van De Sande,et al.  Left-handed DNA: from synthetic polymers to chromosomes. , 1983, Journal of biomolecular structure & dynamics.

[11]  Brigitte Hartmann,et al.  Spectroscopic studies of (m5dC-dG)3: thermal stability of B- and Z- forms , 1983, Nucleic Acids Res..

[12]  J. Mellema,et al.  A double helix B-type geometry based on high-resolution proton NMR of single-helical DNA fragments: d(TA)5 x d(TA)5. , 1983, Nucleic acids research.

[13]  M. Behe,et al.  B to Z transition of double-stranded poly[deoxyguanylyl(3'-5')-5-methyldeoxycytidine] in solution by phosphorus-31 and carbon-13 nuclear magnetic resonance spectroscopy. , 1983, Biochemistry.

[14]  T. Huynh-Dinh,et al.  B and Z double helical conformations of d‐(m5C‐G‐C‐G‐m5C‐G) in aqueous solution , 1983, FEBS letters.

[15]  M. Delepierre,et al.  Mononucléotides 31P NMR relaxation measurement , 1983 .

[16]  A. Rich,et al.  Molecular structure of (m5 dC-dG)3: the role of the methyl group on 5-methyl cytosine in stabilizing Z-DNA. , 1982, Nucleic acids research.

[17]  A. Rich,et al.  Right-handed and left-handed DNA: studies of B- and Z-DNA by using proton nuclear Overhauser effect and P NMR. , 1982, Proceedings of the National Academy of Sciences of the United States of America.

[18]  T. James,et al.  Models for DNA backbone motions: an interpretation of NMR relaxation experiments , 1982 .

[19]  A. Rich,et al.  The high salt form of poly(dG-dC).poly(dG-dC) is left-handed Z-DNA: Raman spectra of crystals and solutions. , 1981, Nucleic acids research.

[20]  J. Neumann,et al.  1H-NMR comparative studies of dinucleoside monophosphates. Influence of different factors on the conformational equilibria of nucleoside and dinucleoside monophosphates in aqueous solution , 1981 .

[21]  J. Cohen,et al.  Characterization of alternating deoxyribonucleic acid conformations in solution by phosphorus-31 nuclear magnetic resonance spectroscopy. , 1981, Biochemistry.

[22]  A. Rich,et al.  Induction of the Z conformation in poly(dG-dC).poly(dG-dC) by binding of N-2-acetylaminofluorene to guanine residues. , 1981, Proceedings of the National Academy of Sciences of the United States of America.

[23]  A. Rich,et al.  Left-handed double helical DNA: variations in the backbone conformation. , 1981, Science.

[24]  W. Sung.  Chemical conversion of thymidine into 5-methyl-2′-deoxycytidine , 1982 .

[25]  D. Kearns,et al.  Observation of large solvent effects on the phosphorus-31 NMR chemical shifts of nucleotides , 1980 .

[26]  E. Corey,et al.  Total synthesis of (.+-.)-stemodin and (.+-.)-stemodinone , 1980 .

[27]  B. Roques,et al.  DNA intercalating compounds as potential antitumor agents. 1. Preparation and properties of 7H-pyridocarbazoles. , 1980, Journal of medicinal chemistry.

[28]  O. Jardetzky,et al.  Internal motions in deoxyribonucleic acid II. , 1980, Biochemistry.

[29]  A. Leslie,et al.  Left-handed DNA helices , 1980, Nature.

[30]  S. Zimmerman,et al.  Sequence-dependent variations in the backbone geometry of a synthetic DNA fibre , 1980, Nature.

[31]  R. Simpson,et al.  Conformation of DNA in chromatin core particles containing poly(dAdT)-poly(dAdT) studied by 31 P NMR spectroscopy. , 1979, Nucleic acids research.

[32]  R. Simpson,et al.  An alternating conformation characterizes the phosphodiester backbone of poly(dA-dT) in solution. , 1979, The Journal of biological chemistry.

[33]  B. Roques,et al.  DNA bifunctional intercalators: antileukemic activity of new pyridocarbazole dimers. , 1979, Biochemical pharmacology.

[34]  F. Pohl,et al.  "Alternating B-DNA" conformation for the oligo(dG-dC) duplex in high-salt solution. , 1979, Proceedings of the National Academy of Sciences of the United States of America.

[35]  D. Patel,et al.  Helix-coil transition of the self-complementary dG-dG-dA-dA-dT-dT-dC-dC duplex. , 1979, European journal of biochemistry.

[36]  T. Krugh,et al.  NUCLEAR MAGNETIC RESONANCE STUDIES OF DRUG-NUCLEIC ACID COMPLEXES , 1979 .

[37]  R. Shulman.  Biological applications of magnetic resonance , 1979 .

[38]  R H Sarma,et al.  Intimate details of the conformational characteristics of deoxyribodinucleoside monophosphates in aqueous solution. , 1977, Journal of the American Chemical Society.

[39]  D. Patel.  d‐CpCpGpG and d‐GpGpCpC self‐complementary duplexes: Nmr studies of the helix‐coil transition , 1977, Biopolymers.

[40]  R. Sarma,et al.  AQUEOUS SOLUTION CONFORMATION OF RIGID NUCLEOSIDES AND NUCLEOTIDES , 1976 .

[41]  N C Seeman,et al.  RNA double-helical fragments at atomic resolution. I. The crystal and molecular structure of sodium adenylyl-3',5'-uridine hexahydrate. , 1976, Journal of molecular biology.

[42]  F. Pohl.  Polymorphism of a synthetic DNA in solution , 1976, Nature.

[43]  D. Patel.  Proton and phosphorus nmr studies of d‐CpG(pCpG)n duplexes in solution. Helix–coil transition and complex formation with actinomycin‐D , 1976, Biopolymers.

[44]  D. Gorenstein,et al.  31-P chemical shifts in phosphate diester monoanions. Bond angle and torsional angle effects. , 1975, Biochemical and biophysical research communications.

[45]  S. Danyluk,et al.  Nuclear magnetic resonance studies of 5'-ribo- and deoxyribonucleotide structures in solution. , 1974, Biochemistry.