Cytosine arabinoside substitution decreases transcription factor-DNA binding element complex formation

Arch Pathol Lab Med. 2004 Dec;128(12):1364-71. doi: 10.5858/2004-128-1364-CASDTF.

Abstract

Context: The pyrimidine nucleoside analog, cytosine arabinoside (Ara-C), is an effective therapeutic agent for acute leukemia. The phosphorylated triphosphate, cytosine arabinoside triphosphate, competes with deoxycytosine triphosphate as a substrate for incorporation into DNA. Once incorporated into DNA, it inhibits DNA polymerase and topoisomerase I and modifies the tertiary structure of DNA.

Objective: To determine if the substitution of Ara-C for cytosine in double-stranded oligonucleotides that contain 4 specific transcription factor binding sites (TATA, GATA, C/EBP, and AP-2alpha) alters transcription factor binding to their respective DNA binding elements.

Design: Transcription factors were obtained from nuclear extracts from human promyelocytic leukemia HL-60 cells. [32P]-end-labeled double-stranded oligonucleotides that contained 1 or 2 specific transcription factor binding sites with or without Ara-C substitution for cytosine were used to assess transcription factor binding by electrophoretic mobility shift assay.

Results: The substitution of Ara-C for cytosine within and outside the transcription factor binding element (AP-2alpha, C/EBP), outside the binding element only (GATA, TATA), or within the binding element only (AP-2alpha) all result in a reduction in transcription factor binding to their respective DNA binding element.

Conclusion: The reduction of the binding capacity of transcription factors with their respective DNA binding elements may depend on structural changes within oligonucleotides induced by Ara-C incorporation. This altered binding capacity of transcription factors to their DNA binding elements may represent one mechanism for Ara-C cytotoxicity secondary to inhibition of transcription of new messenger RNAs and, subsequently, translation of new proteins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites / drug effects
  • Binding Sites / genetics
  • CCAAT-Enhancer-Binding Proteins / metabolism
  • Cell Line, Tumor
  • Cytarabine / metabolism*
  • Cytarabine / pharmacology
  • Cytosine / metabolism
  • DNA, Neoplasm / metabolism*
  • DNA-Binding Proteins / genetics
  • DNA-Binding Proteins / metabolism
  • HL-60 Cells
  • Humans
  • Macromolecular Substances / metabolism
  • Oligonucleotides / genetics
  • Oligonucleotides / metabolism
  • Protein Binding / drug effects
  • Protein Binding / genetics
  • TATA-Box Binding Protein / genetics
  • TATA-Box Binding Protein / metabolism
  • Transcription Factor AP-2
  • Transcription Factors / genetics
  • Transcription Factors / metabolism*

Substances

  • CCAAT-Enhancer-Binding Proteins
  • DNA, Neoplasm
  • DNA-Binding Proteins
  • Macromolecular Substances
  • Oligonucleotides
  • TATA-Box Binding Protein
  • TFAP2A protein, human
  • Transcription Factor AP-2
  • Transcription Factors
  • Cytarabine
  • Cytosine