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http://hdl.handle.net/11375/8944
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DC Field | Value | Language |
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dc.contributor.advisor | Spenser, Ian D. | en_US |
dc.contributor.author | Mestichelli, Louis J.J. | en_US |
dc.date.accessioned | 2014-06-18T16:44:47Z | - |
dc.date.available | 2014-06-18T16:44:47Z | - |
dc.date.created | 2009-06-26 | en_US |
dc.date.issued | 1976-12 | en_US |
dc.identifier.other | opendissertations/411 | en_US |
dc.identifier.other | 1203 | en_US |
dc.identifier.other | 882188 | en_US |
dc.identifier.uri | http://hdl.handle.net/11375/8944 | - |
dc.description.abstract | <p>DL-[5-³H,5-¹⁴C]ornithine and DL-[2-³H,5-¹⁴C]ornithine were administered to intact tobacco plants (Nicotiana tabacum) in separate experiments. Proline, ornithine and nicotine were isolated. The ³H:¹⁴C ratio in proline derived from DL-[5-³H,5-¹⁴C]ornithine was the same as that in the reisolated ornithine, whereas proline derived from DL-[2-³H,5-¹⁴C]ornithine contained ¹⁴C but lost almost all tritium relative to ¹⁴C. This evidence definitely excludes 5-oxo-2-aminopentanoic acid and Δ¹-pyrroline-5-carboxylic acid as intermediates on the route from ornithine to proline. These results together with earlier work are interpreted to show that proline is derived from ornithine via 2-oxo-5-aminopentanoic acid and Δ¹-pyrroline-2-carboxylic acid. The ³H:¹⁴C ratios found in nicotine samples isolated from experiments using DL-[5-³H,5-¹⁴C]ornithine and DL-[2-³H,5-¹⁴C]ornithine are consistent with the accepted route from ornithine via 1,4-diaminobutane, mono-N-methyl-1,4-diaminobutane, 4-methylaminobutanal, and N-methylpyrrolinium ion. The ³H:¹⁴C ratio found in nicotine derived from DL-[5-³H,5-¹⁴C]ornithine is interpreted as showing that oxidation of mono-N-methyl-1,4-diaminobutane to 4-methylaminobutanal proceeds with loss of the 4(S)-hydrogen.</p> | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Chemistry | en_US |
dc.title | Biosynthesis of the Pyrrolidine Ring in Plants | en_US |
dc.type | thesis | en_US |
dc.contributor.department | Chemistry | en_US |
dc.description.degree | Master of Science (MS) | en_US |
Appears in Collections: | Open Access Dissertations and Theses |
Files in This Item:
File | Size | Format | |
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fulltext.pdf | 1.95 MB | Adobe PDF | View/Open |
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