Studies in the Flavin Series. Part XVII.


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GHISLA, Sandro, Peter HEMMERICH, C. JEFCOATE, 1972. Studies in the Flavin Series. Part XVII.. In: Journal of the Chemical Society / Perkin transactions I, pp. 1564-1569

@article{Ghisla1972Studi-8600, title={Studies in the Flavin Series. Part XVII.}, year={1972}, journal={Journal of the Chemical Society / Perkin transactions I}, pages={1564--1569}, author={Ghisla, Sandro and Hemmerich, Peter and Jefcoate, C.} }

<rdf:RDF xmlns:rdf="" xmlns:bibo="" xmlns:dc="" xmlns:dcterms="" xmlns:xsd="" > <rdf:Description rdf:about=""> <dcterms:bibliographicCitation>First publ. in: Journal of the Chemical Society / Perkin transactions I (1972), pp. 1564-1569</dcterms:bibliographicCitation> <dc:contributor>Ghisla, Sandro</dc:contributor> <dc:creator>Hemmerich, Peter</dc:creator> <dcterms:rights rdf:resource=""/> <dc:contributor>Hemmerich, Peter</dc:contributor> <dcterms:title>Studies in the Flavin Series. Part XVII.</dcterms:title> <dc:creator>Ghisla, Sandro</dc:creator> <dc:language>eng</dc:language> <dc:creator>Jefcoate, C.</dc:creator> <dc:rights>deposit-license</dc:rights> <dcterms:abstract xml:lang="eng">The distribution of products from the reductive alkylation of 1,3.7,8-tetramethylalloxazinde epends upon whether saturated (hard) or unsaturated (soft) alkylating agents are used. The former yield 5-alkylated 5.1 O-dihydroalloxazines and, under more drastic conditions, 5.5-dialkylated derivatves, while the latter (benzyl and allyl bromide) yield 4a-monoalkylated and 4a,5-dialkylated derivatives. The 5-alkyldihydroalloxazines are readily oxidised to the 5-alkylalloxaziniurn salts, which either undergo hydrolytic dealkylation to the initial alloxazine or, if the 5-substituent is allyl or benzyl, in part rearrange to a 6-alkylalloxazine. Oxygen, under acidic conditions, converts 4a-benzyl- (or al1yl)-dihydroalloxazines into the 6-benzyl- (or allyl-)alloxazine via the 5-substituted alloxazinium salt. The mechanisms of these reactions are discussed and their relevance to group transfer reactions of flavocoenzyrnes is stressed.</dcterms:abstract> <dcterms:available rdf:datatype="">2011-03-24T17:45:00Z</dcterms:available> <dc:format>application/pdf</dc:format> <dc:contributor>Jefcoate, C.</dc:contributor> <dcterms:issued>1972</dcterms:issued> <dc:date rdf:datatype="">2011-03-24T17:45:00Z</dc:date> <bibo:uri rdf:resource=""/> </rdf:Description> </rdf:RDF>

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