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Chem."},{"key":"ref19\/cit19","first-page":"829","volume-title":"Methods in Enzymology","volume":"17","author":"Tabor H.","year":"1971"},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"2990","DOI":"10.1002\/1522-2675(200209)85:9<2990::AID-HLCA2990>3.0.CO;2-R","volume":"85","author":"Wendta B.","year":"2002","journal-title":"Helv. Chim. Acta"},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"509","DOI":"10.1007\/s00726-009-0410-0","volume":"38","author":"Khomutov M. A.","year":"2010","journal-title":"Amino Acids"},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"2887","DOI":"10.1016\/S0040-4039(01)00315-X","volume":"42","author":"Khomutov A. R.","year":"2001","journal-title":"Tetrahedron Lett."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"517","DOI":"10.1111\/j.2042-7158.1996.tb05965.x","volume":"48","author":"Tanabe R.","year":"1996","journal-title":"J. Pharm. 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