Bioorganic & Medicinal Chemistry Letters 2007-07-01

Improvement of base selectivity and binding affinity by controlling hydrogen bonding motifs between nucleobases and isoxanthopterin: application to the detection of T/C mutation.

Burki Rajendar, Yusuke Sato, Seiichi Nishizawa, Norio Teramae

Index: Bioorg. Med. Chem. Lett. 17(13) , 3682-5, (2007)

Full Text: HTML

Abstract

At an abasic site in an oligo-DNA duplex, isoxanthopterin (IX)(dagger) can bind to thymine (T) and cytosine (C) with strong affinity compared to adenine and guanine, but the base selectivity for T against C is moderate. In order to improve both binding affinity and base selectivity for T against C, a methyl group is introduced to IX, which is known as 3-methyl isoxanthopterin (3-MIX),(dagger) by which binding affinity for C is expected to decrease. Indeed, 3-MIX specifically binds to T more strongly than IX and loses its binding affinity for C. The improved binding ability of 3-MIX for T would be suitable for the practical use in SNP typing related to T.

Related Compounds

  • isoxanthopterin

Related Articles:

Chemical genetics reveals a complex functional ground state of neural stem cells.

2007-05-01

[Nat. Chem. Biol. 3(5) , 268-273, (2007)]

Normalization of urinary pteridines by urine specific gravity for early cancer detection.

2014-08-05

[Clin. Chim. Acta 435 , 42-7, (2014)]

Direct radical scavenging activity of benzbromarone provides beneficial antioxidant properties for hyperuricemia treatment.

2015-01-01

[Biol. Pharm. Bull. 38(3) , 487-92, (2015)]

Purification and partial characterization of xanthine oxidase from human milk.

1992-07-21

[Biochim. Biophys. Acta 1117(1) , 25-32, (1992)]

Pterin detection using surface-enhanced Raman spectroscopy incorporating a straightforward silver colloid-based synthesis technique.

2011-07-01

[J. Biomed. Opt. 16(7) , 077007, (2011)]

More Articles...