Streptomyces linalool

The linalool oxides (109) are probably the oldest known of this group (Vol. 2, p. 165). They have been isolated after the action of Streptomyces albus on linalool (28), the optical activity at C-2 of the furan is the same as that of the starting linalool. This work also points out that rotations of the linalool oxides are different when measured neat or in solution. The oxidized linalool oxide 889 has been found in grape juice. It was synthesized by the action of silver carbonate on the dihydroxylinalool 108 (also occurring in grape juice), and dehydrating the hemiacetals 890 thus formed. ... 

FIGURE 19.17 Biotransformation of linalool (206) by Pseudomonas incognita (Madyastha et al., 1977) and Streptomyces albus NRRL B1865. (Modi ed from David, L. and Veschambre, H., Tetrahadron Lett., 25, 543, 1984.)... 

Racemic linalool (206 and 206 ) is cycUzed into cis- and trans-Unalool oxides by various microorganisms snch as Streptomyces albus NRRL B1865, Streptomyces hygroscopicus NRRL B3444, Streptomyces cinnamonnensis ATCC 15413, Streptomyces griseus ATCC 10137, and Beauveria sulfurescens ATACC 7159 (David and Veschambre, 1984) (Figure 14.19). 

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