Observations on the Rate of Autoxidation of d-Limonene

Royals, E. Earl; Horne, Samuel E.

doi:10.1021/ja01606a066

Cited by 6 publications

(2 citation statements)

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“…However, many strains capable of growth on d-limonene can utilize a wide range of hydroxylated derivatives ; Van der Werf and De Bont 1998). The wide substrate range may be related to the observation that such oxidized limonene derivatives are generally co-produced by the limonene-producing plants or trees (Wise and Croteau 1999) or generated by autooxidation of limonene (Royals and Horne 1955).…”

Section: Metabolites Formed By Limonene-degrading Bacterial Strainsmentioning

confidence: 99%

“…Patents are only cited if results are not (yet) published in journals or books. Other documents cover the physicochemical and toxicological properties (Vonburg 1995;www.floridachemical.com), chemical conversions (Ravindranath 1983), fungicidal properties (Murdock and Allen 1960), autooxidation (Royals and Horne 1955), and anticarcinogenic properties (Crowell 1999).…”

Section: Introductionmentioning

confidence: 99%

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Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Duetz

Bouwmeester²,

Beilen

et al. 2003

Appl Microbiol Biotechnol

231

147

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The past 5 years have seen significant progress in the field of limonene biotransformation, especially with regard to the regiospecificity of microbial biocatalysts. Whereas earlier only regiospecific biocatalysts for the 1,2 position (limonene-1,2-diol) and the 8-position (a-terpineol) were available, recent reports describe microbial biocatalysts specifically hydroxylating the 3-position (isopiperitenol), 6-position (carveol and carvone), and 7-position (perillyl alcohol, perillylaaldehyde, and perillic acid). The present review also includes the considerable progress made in the characterization of plant P-450 limonene hydroxylases and the cloning of the encoding genes.

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Section: Metabolites Formed By Limonene-degrading Bacterial Strainsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Duetz

Bouwmeester²,

Beilen

et al. 2003

Appl Microbiol Biotechnol

231

147

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Zur Autoxydation des (+)‐Limonens

Schenck

Neumüller

Ohloff

et al. 1965

Justus Liebigs Ann. Chem.

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Die Autoxydation des (+)-Limonens bei 50" im Dunkeln bzw. bei Belichtung in Abwesenheit von Sensibilisatoren fiihrt zu einem anders zusammengesetzten Substanzgemisch als die photosensibilisierte 02-Ubertragung auf das gleiche Substrat. Der Bildung der Hydroperoxyde ist wahrscheinlich bei der Autoxydation nach dem a-Methylen-Mechanismus eine Allylumlagerung der primar anzunehmenden Radikale obligatorisch vorgelagert : Die Carveole entstehen in racemischer Form, Isopiperitenylhydroperoxyd tritt nicht auf. -Das Verhalten der 6 bei der photosensibilisierten 02-Ubertragung auf Limonen erhaltenen Allylhydroperoxyde gegeniiber Cu(1)-chlorid und Oxalsaure wird beschrieben.Neben a-Pinen gehort Limonen zu denjenigen cyclischen Olefinen, deren Autoxydation am eingehendsten untersucht wurdel-24). Die Autoxydation des Kohlenwasser-1) S. Schroeter, Dissertation Univ. Gottingen 1962.

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Nonclassical Antimetabolites XIX

Baker

Tanna

1965

Journal of Pharmaceutical Sciences

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Observations on the Rate of Autoxidation of d-Limonene

Cited by 6 publications

References 0 publications

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Biotransformation of limonene by bacteria, fungi, yeasts, and plants

Zur Autoxydation des (+)‐Limonens

Nonclassical Antimetabolites XIX

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