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Life Sciences

University of Kentucky

University of Kentucky Doctoral Dissertations

2004

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Loline Alkaloid Biosynthesis In Neotyphodium Uncinatum, A Fungal Endophyte Of Lolium Pratense, Jimmy Douglas Blankenship Jan 2004

Loline Alkaloid Biosynthesis In Neotyphodium Uncinatum, A Fungal Endophyte Of Lolium Pratense, Jimmy Douglas Blankenship

University of Kentucky Doctoral Dissertations

Some endophytes in mutualistic associations with Festuca, Lolium and other grass species produce insecticidal loline alkaloids (1-aminopyrrolizidines; LA). These loline alkaloids have a saturated pyrrolizidine ring system (two-rings sharing a carbon and nitrogen atom), a 1-amine substituted with methyl, acetyl, or formyl groups, and an oxygen bridge between C-2 and C-7. The development of a reliable system of production of LA in cultures of the Lolium pratense (meadow fescue) endophyte, Neotyphodium uncinatum, facilitated work on the LA biosynthetic pathway. N. uncinatum produced norloline, loline, methylloline, N-acetylnorloline (NANL), N-formylloline (NFL), and N-acetylloline as detected in culture filtrates. The total production …