TY - JOUR
T1 - Interactions of quinoxaline antibiotic and dna:The molecular structure of a triostin
AU - H.-J. Wang, Andrew
AU - Ughetto, Giovanni
AU - Quigley, Gary J.
AU - Rich, Alexander
PY - 1986/12
Y1 - 1986/12
N2 - The crystal structure of a DNA octamer d(GCGTACGC) complexed to an antitumor antibiotic, triostin A, has been solved and refined to 2.2 A resolution by x-ray diffraction analysis. The antibiotic molecule acts as a true bis intercalator surrouding the d(CpG) sequence at either end of the unwound right-handed DNA double helix. As previously observed in the structure of triostin A - d(CGTACG) complex (AH.-J. Wang, et. al.Science, 225, 1115-1121 (1984)), the alanine amino acid residues of the drug molecule form sequence-specific hydrogen bonds to guanines in the minor groove. The two central A o T btfse pairs are in Hoogsteen configuration with adenine in the syn conformation. In addition, the two terminal G o C base pairs flanking the quinoxaline rings are also held together by Hoogsteen base pairing. This is the first observation in an oligonucleotide of. Hoogsteen G o C base pairs where the cytosine is protonated. The principal functional components of a bis-intercalative compound are discussed.
AB - The crystal structure of a DNA octamer d(GCGTACGC) complexed to an antitumor antibiotic, triostin A, has been solved and refined to 2.2 A resolution by x-ray diffraction analysis. The antibiotic molecule acts as a true bis intercalator surrouding the d(CpG) sequence at either end of the unwound right-handed DNA double helix. As previously observed in the structure of triostin A - d(CGTACG) complex (AH.-J. Wang, et. al.Science, 225, 1115-1121 (1984)), the alanine amino acid residues of the drug molecule form sequence-specific hydrogen bonds to guanines in the minor groove. The two central A o T btfse pairs are in Hoogsteen configuration with adenine in the syn conformation. In addition, the two terminal G o C base pairs flanking the quinoxaline rings are also held together by Hoogsteen base pairing. This is the first observation in an oligonucleotide of. Hoogsteen G o C base pairs where the cytosine is protonated. The principal functional components of a bis-intercalative compound are discussed.
UR - http://www.scopus.com/inward/record.url?scp=0022846207&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0022846207&partnerID=8YFLogxK
U2 - 10.1080/07391102.1986.10506353
DO - 10.1080/07391102.1986.10506353
M3 - Article
C2 - 3271447
AN - SCOPUS:0022846207
SN - 0739-1102
VL - 4
SP - 319
EP - 342
JO - Journal of Biomolecular Structure and Dynamics
JF - Journal of Biomolecular Structure and Dynamics
IS - 3
ER -