Issue 0, 1968
From the journal:

Journal of the Chemical Society C: Organic

The biosynthesis of the gibberellins. Part III

B. E. Cross,   K. Norton  and  J. C. Stewart  

Abstract

Seven 14C-labelled compounds, including gibberellins A12(Ib), A13(IIc), and A14(IIIc), have been prepared and tested as precursors in the biosynthesis of gibberellic acid by Gibberella fujikuroi(see Table). It is suggested that gibberellic acid is biosynthesised from (–)-kaurene through 10β-formyl-1β,4aα-dimethyl-8-methylenegibbane-1 α-carboxylic acid (VIIIc) and gibberellin A14 or the corresponding 10-aldehyde (XV). Gibberellin A13 is not thought to be a precursor of gibberellic acid.

Although several kaurene derivatives, (VIIa), (XIVc), and (XIVe), having the 16-methylene group, undergo ring contraction to gibbanes, e.g., (VIIIa), with base, those having a 16-keto-group, (VIIb) and (XIVd), do not. This appears to be due to a long-range effect associated with the 16-keto-group.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/J39680001054
Article type
Paper

J. Chem. Soc. C, 1968, 1054-1063

Permissions

Request permissions

The biosynthesis of the gibberellins. Part III

B. E. Cross, K. Norton and J. C. Stewart, J. Chem. Soc. C, 1968, 1054 DOI: 10.1039/J39680001054

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements