By Bill J. Baker, Russell G. Kerr (auth.), Prof. Paul J. Scheuer (eds.)
ISBN-10: 0387565132
ISBN-13: 9780387565132
ISBN-10: 3540565132
ISBN-13: 9783540565130
1. B.J. Baker, R.G. Kerr: Biosynthesis of Marine Sterols 2. C.W.J. Chang, P.J. Scheuer: Marine Isocyano Compounds three. G. Cimino, G. Sodano: Biosynthesis of Secondary Metabolites in Marine Molluscs four. W.H. Gerwick, D.G. Nagle, P.J. Proteau: Oxylipins from Marine Invertebrates
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Li LN, Li J-T, Lang RW, Itoh T, Sica D, Djerassi C (1982) J Am Chem Soc 104:6726 68. Margot C, Catalan CAN, Proudfoot JR, Sodano G, Sica D, Djerassi C (1987) J Chem Soc Chem Commun 1441 69. Doss GA, Djerassi C (1988) J Am Chem Soc 110:8124 70. Khalil MW, Durham LJ, Djerassi C, Sica D (1980) J Am Chem Soc 102:2133 71. Shu AYL, Djerassi C (1987) J Chem Soc Perkin Trans 1 1291 72. Cho J-H, Djerassi C (1987) J Chem Soc Perkin Trans 1 1307 73. Bonini C, Kinnel RB, Scheuer PJ, Djerassi C (1983) Tetrahedron Lett 277 74.
Especially troublesome was cholesterol, which had the opportunity to exchange with cell-walt sterols before reaching the site of biosynthesis. Tissue culture is an attractive technique in biosynthetic experimentation, since many advantages of microorganism culture become available, including the use of stable isotopes. Tissue culture could also address a major limitation of virtually all of the above techniques. This major limitation is the uncertainty as to whether the invertebrate is performing the biosynthesis or whether the biosynthesis is a product of a symbiont or other associated organism; in a pure cell culture one can be assured that biosynthesis is being performed by the organism from which the cells were isolated.
Thus, it is not surprising that sponges bearing isothiocyanosesquiterpenes, which are usually oils, possess a characteristic pungent odor. Predictably, sponges containing the more polar, often crystalline, terpenoid formamides have less pronounced odors. In the following sections, we will review the marine isonitriles by skeletal types. This permits comparison of their differences and may suggest biogenetic clues. Skeletal frameworks are generally revealed by reducing the isonitrile with lithium/ethylamine to the corresponding hydrocarbon.
Marine Natural Products — Diversity and Biosynthesis by Bill J. Baker, Russell G. Kerr (auth.), Prof. Paul J. Scheuer (eds.)
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