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

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Chemical Compound Review:

KST-1A8046 (2S,3R)-2-amino-3- aminocarbonyl-3-fluoro...

Synonyms: AC1Q5IQW, CTK8E0336, AR-1A4305, AC1L2Q6N, 7481-90-5, ...

Phillips, M.A. et al., Pan, Y.T. et al., Hortin, G. et al., Stern, A.M. et al., Rathod, P.K. et al.

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Disease relevance of beta-Fluoroasparagine

DL-threo-beta-Fluoroasparagine (DL-threo-beta-F-Asn) inhibited the growth of murine leukemia L1210 cells and three human leukemia cell lines in culture [1].

High impact information on beta-Fluoroasparagine

Incorporation of beta-fluoroasparagine into peptides prevents N-linked glycosylation. In vitro studies with synthetic fluoropeptides [2].
The actions of DL-threo-beta-fluoroasparagine (DL-beta-F-Asn) on the glycosylation of proteins were examined in AtT-20/D16v cells which synthesize several forms of the glycoprotein prohormone, pro-opiomelanocortin (POMC) [3].

Biological context of beta-Fluoroasparagine

The effect of beta-fluoroasparagine on N-linked glycosylation was examined in a cell-free translation system in which glycosylation is coupled to protein synthesis [4].

Associations of beta-Fluoroasparagine with other chemical compounds

Similar results were obtained when other cell lines were used and also when inhibitors of protein glycosylation such as beta-hydroxynorvaline and beta-fluoroasparagine were used [5].

References

Antitumor activity of DL-threo-beta-fluoroasparagine against human leukemia cells in culture and L1210 cells in DBA mice. Stern, A.M., Abeles, R.H., Tashjian, A.H. Cancer Res. (1984) [Pubmed]
Incorporation of beta-fluoroasparagine into peptides prevents N-linked glycosylation. In vitro studies with synthetic fluoropeptides. Rathod, P.K., Tashjian, A.H., Abeles, R.H. J. Biol. Chem. (1986) [Pubmed]
Inhibition of asparagine-linked glycosylation of pro-opiomelanocortin in mouse pituitary cells by DL-threo-beta-fluoroasparagine. Phillips, M.A., Stern, A.M., Abeles, R.H., Tashjian, A.H. J. Pharmacol. Exp. Ther. (1983) [Pubmed]
DL-threo-beta-fluoroasparagine inhibits asparagine-linked glycosylation in cell-free lysates. Hortin, G., Stern, A.M., Miller, B., Abeles, R.H., Boime, I. J. Biol. Chem. (1983) [Pubmed]
Control of N-linked oligosaccharide synthesis: cellular levels of dolichyl phosphate are not the only regulatory factor. Pan, Y.T., Elbein, A.D. Biochemistry (1990) [Pubmed]

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