HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via Google Scholar Google Scholar Articles by Gupta, R. N. Articles by Spenser, I. D. Search for Related Content PubMed PubMed Citation Articles by Gupta, R. N. Articles by Spenser, I. D. Social Bookmarking                      What's this?

Biosynthesis of the Piperidine Nucleus

THE MODE OF INCORPORATION OF LYSINE INTO PIPECOLIC ACID AND INTO PIPERIDINE ALKALOIDS

From the ¹ From the Department of Chemistry, McMaster University, Hamilton, Ontario, Canada

6-³H,6-¹⁴C-dl-Lysine was administered in "metabolite overloading" experiments to the intact rat, to a lysine-less mutant of Neurospora crassa, to intact bean plants (Phaseolus vulgaris), and to excised shoots of Sedum acre. Pipecolic acid was then isolated from the tissues. In each case the pipecolic acid showed a ³H:¹⁴C ratio which was similar to that of the administered precursor. It follows that, in each case, the conversion of lysine into pipecolic acid proceeds via -amino--ketocaproic acid. -Aminoadipic--semialdehyde cannot be an intermediate. These results complement earlier findings that, in the rat, the nitrogen atom of pipecolic acid is supplied by the -amino group of lysine; they provide evidence for a similar route in N. crassa and in higher plants. They conflict with reports that, in higher plants, it is the -amino group of lysine which supplies the nitrogen atom of pipecolic acid.

In S. acre, the doubly labeled lysine was incorporated into sedamine without change in ³H:¹⁴C ratio.

CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?