Biosynthesis Volume 4 by J D Bu'Lock

By J D Bu'Lock

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Beedle, H. H. Rees, and T. W. Goodwin, Biochem. , 1974,139,205. J. W. Cornforth,G. T. Phillips, B. Messner, and H. Eggerer, Europenn J. , 1974,42, 591. J. R. Higgins, D. Brady, and H. Rudney, Arch. Biochem. , 1974,163,271. M. S. Brown, S. E. Dana, and M. D. Soperstein, J. Biol. , 1974, 249, 6585. C. Madhosingh, B. B. Migicovsky, and I. M. S. Letters, 1974, 46, 20. R. A. Heller and R. G. Gould, J. Biol. , 1974,249, 5254. 21 22 Biosynthesis covered in Chapter 3, p. 31, of these Reports. When sweet potato is infected with Ceratocystis fimbriata, terpenes such as ipomeamarone are vigorously synthesized in the adjacent tissue.

Widdowson, R B. Boar, and K. S. Chem. Comm, 1974, 861. E. E. van Tamelen, A. Grieder, and R. G. Lees,J. Amer. , 1974,%, 2253. Biosynthesis of Triterpenoids, Steroids. 42 The stereochemistry at the B,c,D-ring junctions in the products suggests that cyclization proceeds via a C-8 carbonium ion (26) having the stable chair conformation. The failure of the reaction to yield any products having the protosterol, lanosterol, or parkeol ring systems suggests that the boat conformer of the intermediate carbonium ion (27) is energetically disfavoured.

In contrast, Phosphon D, while reducing phytosterol labelling from mevalonate, promotes labelling, not of squalene 2,3-epoxide, but of 4,4-dimethyl- and 4-methyl-sterols. The retarding effects of these three compounds can be overcome by gibberellic acid or by added sterol. The sterol S. K. Agarwal and R. P. Rastogi, Phytochemistry, 1974,13, 2623. J. Sliwowski and Z. Kasprzyk, Phytochemistry, 1974, 13,1441. 6 5 L. J. Goad, J. R. Lenton, F. F. Knapp, and T. W. Goodwin, Lipids, 1974, 9, 582. 6 6 W.

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