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Inhibition of naringinase (L-rhamnosidase) by piperidine analogues of L-rhamnose: Scaffolds for libraries incorporating trihydroxypipecolic acids

Abstract:
L-Deoxyrhamnojirimycin 1 does not inhibit naringinase significantly but 5-epi-L-deoxyrhamnojirimycin 2 is a potent inhibitor. Conversely, α-C-glycosides of 1 are good inhibitors of L-rhamnosidase whereas those of 2 are not. Intermediate azabicyclic lactones are likely to be of use for the incorporation of a number of trihydrocypipecolic acids into peptide libraries.
Publication status:
Published

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Journal:
TETRAHEDRON LETTERS
Volume:
37
Issue:
47
Pages:
8569-8572
Publication date:
1996-11-18
DOI:
ISSN:
0040-4039
URN:
uuid:5a79b807-33b1-4449-a2ab-a918d5ee5071
Source identifiers:
45382
Local pid:
pubs:45382
Language:
English

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