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Fig. 4. HSD-1 is involved in
4-dafachronic acid
synthesis. (A) HSD-1 may function in the proposed biosynthetic
pathway of
4- and
7-dafachronic acids
[modified, with permission from Rottiers et al.
(Rottiers et al., 2006)].
Predicted intermediates for biosynthesis of
7- and
4-dafachronic acids from cholesterol are indicated in the
upper and lower branches of the pathway, respectively. The marked positions on
the cholesterol structure (1-7) represent the standard numbering of the carbon
atoms. 5-cholesten-3-one, in parentheses, is the presumed product, from
cholesterol, after the first of the two-step 3β-HSD reactions. Shaded
triangles and ovals indicate the sequential changes that HSD-1 is hypothesized
to direct: triangles indicate 3β-dehydrogenase activity, ovals indicate
isomerase activity. (B) The structures of ergosterol and
β-sitosterol, the major fungal and plant sterols, respectively.