Synthesis of β-1-homonojirimycin and β-1-homomannojirimycin using the enzyme aldolase
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 231-234
- https://doi.org/10.1039/p19940000231
Abstract
The four stereoisomers of the four-carbon azido sugar 11 have been stereoselectively synthesised by a route involving Sharpless epoxidation and all are found to be substrates for rabbit muscle fructose 1,6-bisphosphate aldolase, giving (after treatment with phosphatase) 6-azido-6-deoxyheptuloses 14; hydrogenation of 14a and 14b gave β-1-homomannojirimycin 15a and β-1-homonojirimycin 15b with high selectivity.Keywords
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