Abstract
This protocol describes a synthetic route to the non-canonical amino acid azidohomoalanine (AHA) using protected homoserine as a starting material. An alternative route to AHA is presented in a companion paper. This synthesis can be completed in 5 days.
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References
Mangold, J.B., Mischke, M.R. & Lavelle, J.M. Azidoalanine mutagenicity in Salmonella—effect of homologation and alpha-methyl substitution. Mutat. Res. 216, 27–33 (1989).
Link, A.J., Vink, M.K.S. & Tirrell, D.A. Preparation of the functionalizable methionine surrogate azidohomoalanine via copper-catalyzed diazo transfer. Nat. Protoc. 2, 1879–1883 (2007).
Acknowledgements
This work was supported by NIH, by an NSF graduate fellowship to A.J.L. and by a grant from the Netherlands Organization for Scientific Research to M.K.S.V.
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Link, A., Vink, M. & Tirrell, D. Synthesis of the functionalizable methionine surrogate azidohomoalanine using Boc-homoserine as precursor. Nat Protoc 2, 1884–1887 (2007). https://doi.org/10.1038/nprot.2007.269
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DOI: https://doi.org/10.1038/nprot.2007.269
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