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Chemical Compound Review

PubChem1711     5-nitro-1H-indole

Synonyms: SureCN28686, CHEMBL164651, CCRIS 3255, N17602_ALDRICH, AG-A-86767, ...
 
 
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Disease relevance of NSC520594

  • The use of a universal base analog, 5-nitroindole, in oligonucleotide probe design was evaluated by comparing the characteristics of two different versions of the Mycobacterium complex probe [1].
 

High impact information on NSC520594

 

Associations of NSC520594 with other chemical compounds

 

Analytical, diagnostic and therapeutic context of NSC520594

  • However, primers containing up to four consecutive 5-nitroindole substitutions performed well in both PCR and sequencing reactions [4].
  • This was further investigated by circular dichroism melting experiments, which demonstrated that the single-stranded oligomer contains significant secondary structure in the region of the 5-nitroindole tract, which appears to contain a double-stranded stem [7].
  • Effects of the universal base 5-nitroindole on the thermodynamic stability of DNA hairpins having a 6 bp stem and four base loops were investigated by optical absorbance and differential scanning calorimetry techniques [8].

References

  1. Group-specific small-subunit rRNA hybridization probes to characterize filamentous foaming in activated sludge systems. de los Reyes, F.L., Ritter, W., Raskin, L. Appl. Environ. Microbiol. (1997) [Pubmed]
  2. Method for detection of single-base mismatches using bimolecular beacons. Frutos, A.G., Pal, S., Quesada, M., Lahiri, J. J. Am. Chem. Soc. (2002) [Pubmed]
  3. Comparison of the base pairing properties of a series of nitroazole nucleobase analogs in the oligodeoxyribonucleotide sequence 5'-d(CGCXAATTYGCG)-3'. Bergstrom, D.E., Zhang, P., Johnson, W.T. Nucleic Acids Res. (1997) [Pubmed]
  4. 3-Nitropyrrole and 5-nitroindole as universal bases in primers for DNA sequencing and PCR. Loakes, D., Brown, D.M., Linde, S., Hill, F. Nucleic Acids Res. (1995) [Pubmed]
  5. Effect of 5-nitroindole on adenylate energy charge, oxidative phosphorylation, and lipid peroxidation in rat hepatocytes. Dubin, M., Carrizo, P.H., Biscardi, A.M., Fernandez Villamil, S.H., Stoppani, A.O. Biochem. Pharmacol. (1994) [Pubmed]
  6. Nitrofuran inhibition of yeast and rat tissue glutathione reductases. Structure-activity relationships. Grinblat, L., Sreider, C.M., Stoppani, A.O. Biochem. Pharmacol. (1989) [Pubmed]
  7. Stability and structure of DNA oligonucleotides containing non-specific base analogues. Loakes, D., Hill, F., Brown, D.M., Salisbury, S.A. J. Mol. Biol. (1997) [Pubmed]
  8. Melting studies of short DNA hairpins containing the universal base 5-nitroindole. Vallone, P.M., Benight, A.S. Nucleic Acids Res. (1999) [Pubmed]
 
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