1VS2

Interactions of quinoxaline antibiotic and DNA: the molecular structure of a TRIOSTIN A-D(GCGTACGC) complex

Summary for 1VS2

• Entry DOI: 10.2210/pdb1vs2/pdb
• Related: 185D 193D 1PFE 1XVK 1XVN 1XVR 2ADW 2DA8 3GO3
• Related PRD ID: PRD_000488
• Descriptor: 5'-D(*GP*CP*GP*TP*AP*CP*GP*C)-3', TRIOSTIN A, 2-CARBOXYQUINOXALINE (3 entities in total)
• Functional Keywords: bisintercalator, desipeptide, quinoxaline, antibiotic, antitumor, dna-antibiotic complex, dna/antibiotic
• Biological source: STREPTOMYCINEAE
• Total number of polymer chains: 2
• Total formula weight: 3570.90

Authors

Wang, A.H.-J.,Ughetto, G.,Quigley, G.J.,Rich, A. (deposition date: 1986-10-21, release date: 2006-06-27, Last modification date: 2023-12-27)

Primary citation

Wang, A.H.,Ughetto, G.,Quigley, G.J.,Rich, A.
Interactions of Quinoxaline Antibiotic and DNA: The Molecular Structure of a Triostin A-D(Gcgtacgc) Complex.
J.Biomol.Struct.Dyn., 4:319-, 1986

PubMed Abstract: 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 surrounding 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 (A.H.-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.T base pairs are in Hoogsteen configuration with adenine in the syn conformation. In addition, the two terminal G.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.C base pairs where the cytosine is protonated. The principal functional components of a bis-intercalative compound are discussed.

PubMed: 3271447

Experimental method

X-RAY DIFFRACTION (2 Å)