6-methylisoxanthopterin

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Structural formula
Structure of 6-methylisoxanthopterin
General
Surname 6-methylisoxanthopterin
other names
  • 2-amino-6-methyl-1,8-dihydropteridin-4,7-dione
  • 6-MI
  • 6MI
Molecular formula C 7 H 7 N 5 O 2
External identifiers / databases
CAS number 712-38-9
PubChem 345267
ChemSpider 306197
Wikidata Q30314602
properties
Molar mass 193.17 g mol −1
Physical state

firmly

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

6-Methylisoxanthopterin is a heterocyclic organic compound and a nucleobase analogue with an isopterin backbone. It is used for fluorescent labeling because, unlike many other analogues, it does not produce fluorescence quenching when it is in a DNA double helix , but rather a three to four-fold increase in the quantum yield . Therefore, it is used for fluorescence polarization anisotropy .

literature

  • Kausiki Datta, Neil P. Johnson, Giuseppe Villani, Andrew H. Marcus, and Peter H. von Hippel: Characterization of the 6-methyl isoxanthopterin (6-MI) base analog dimer, a spectroscopic probe for monitoring guanine base conformations at specific sites in nucleic acids , nucleic acids Res . 2012 Feb; 40 (3): pp. 1191-1202, doi: 10.1093 / nar / gkr858 , PMC 3273825 (free full text), PMID 22009678 .

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ Andrew Moreno: Photophysical Characterization of Enhanced 6-Methylisoxanthopterin Fluorescence in Duplex DNA . In: Journal of Physical Chemistry B . September. doi : 10.1021 / acs.jpcb.6b07369 .
  3. ↑ Xuesong Shi: Probing the Dynamics of the P1 helix within the Tetrahymena group I intron . In: J. Am. Chem. Soc. . September. doi : 10.1021 / ja902797j .