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The author is not a physician. The content on this website does not, and is not intended to constitute medical advice. It should not be relied upon when making medical decisions. It is not intended as a substitute for advice from your physician or other healthcare provider.

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TMPyP (More telomeres)

Category: Drugs
Posted on: February 9, 2007 9:30 PM, by Molecule of the Day

As discussed in the entry on telomestatin, drugs that bind to guanine quadruplexes are of a lot of interest. One model compound is TMPyP (tetrakis(N-methylpyridyl)porphyrin)). The idea is that the big aromatic porphyrin surface stacks on the guanines, and the positive pyridinium moieties are near the negative DNA phosphates for a favorable Coulombic interaction. It's probably the most studied quadruplex ligand.

# InChI=1/C44H37N8/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31/h5-28H,1-4H3,(H,45,46,47,48)/q+3/p+1/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-<br />


There isn't a lot I can say about quadruplexes, telomeres, and why they're important that I didn't cover in the telomestatin entry.

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Comments

Probably a singlet oxygen sensitizer, too. If one is going to all the trouble to make porphyrins, one might as well try phthalocyanines. Substituted phthalonitriles are pussycats. All it takes is a little TFA in dry MeCN. Diddle with quaternized 3,4-pyridinodinitriles if you like ("how much worse can they be?" said PI to the grad student).

Posted by: Uncle Al | February 10, 2007 1:48 PM

Thanks UA,

MTOD makes me learn enough and then you have to step it up a couple notches. Best way to learn, thanks.

Posted by: KevinC | February 11, 2007 4:56 PM

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