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Synthesis and evaluation of N6-substituted azide- and alkyne-bearing N-mustard analogs of S-adenosyl-l-methionine

Comstock-Ferguson, Lindsay R.

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abstract
The synthesis of a family of N-mustard analogs of S-adenosyl-l-methionine (SAM) containing azides and alkynes at the N6-position of the adenosine base has been accomplished from commercially available inosine. Further biochemical analysis of these analogs indicates successful modification of pUC19 plasmid DNA in an enzyme-dependent fashion with DNA methyltransferases M.TaqI and M.HhaI.
Financial support of this research from Wake Forest University and the National Science Foundation (CHE-1307425) are gratefully acknowledged. (sponsorship)
subject
S-Adenosyl-l-methionine
DNA methyltransferase
SAM analog
N-Mustard
citation
34 (issue)
70 (volume)
contributor
Ramadan, Mohamed (author)
Bremner-Hay, Natalie K. (author)
Carlson, Steig A. (author)
Comstock, Lindsay R. (author)
date
2015-10-09T16:05:59Z (accessioned)
2015-10-09T16:05:59Z (available)
2014 (issued)
http://dx.doi.org/10.1016/j.tet.2014.05.055 (doi)
identifier
http://hdl.handle.net/10339/57363 (uri)
publisher
Elsevier
rights
https://creativecommons.org/licenses/by-nc-nd/3.0/ (uri)
source
Tetrahedron
title
Synthesis and evaluation of N6-substituted azide- and alkyne-bearing N-mustard analogs of S-adenosyl-l-methionine
type
Article

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