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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Targeting glycosylation pathways and the cell cycle: sugar-dependent activity of butyrate-carbohydrate cancer prodrugs.

Short-chain fatty acid (SCFA)-carbohydrate hybrid molecules that target both histone deacetylation and glycosylation pathways to achieve sugar-dependent activity against cancer cells are described in this article. Specifically, n-butyrate esters of N-acetyl-d-mannosamine (But(4)ManNAc, 1) induced apoptosis, whereas corresponding N-acetyl-d-glucosamine (But(4)GlcNAc, 2), d-mannose (But(5)Man, 3), or glycerol (tributryin, 4) derivatives only provided transient cell cycle arrest. Western blots, reporter gene assays, and cell cycle analysis established that n-butyrate, when delivered to cells via any carbohydrate scaffold, functioned as a histone deacetylase inhibitor (HDACi), upregulated p21(WAF1/Cip1) expression, and inhibited proliferation. However, only 1, a compound that primed sialic acid biosynthesis and modulated the expression of a different set of genes compared to 3, ultimately killed the cells. These results demonstrate that the biological activity of butyrate can be tuned by sugars to improve its anticancer properties.[1]

References

  1. Targeting glycosylation pathways and the cell cycle: sugar-dependent activity of butyrate-carbohydrate cancer prodrugs. Sampathkumar, S.G., Jones, M.B., Meledeo, M.A., Campbell, C.T., Choi, S.S., Hida, K., Gomutputra, P., Sheh, A., Gilmartin, T., Head, S.R., Yarema, K.J. Chem. Biol. (2006) [Pubmed]
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