HW 3 - HO H OH OH O O O HO HO O N O HO O NH CO 2 H...

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Polyketide Biosynthesis Problem Set 1. Predict the structure of natural product based on the following domains of its polyketide synthase. S S O O O HO S O O HO S O O HO S O O HO S O O HO S O O HO 2. Based on the structure of the natural product Rapamycin (polyene immunosuppressant) predict the domain organization of rapamycin polyketide synthase (RAPS). Hint: Instead of a TE domain, RAPS uses a Pipecolate-incorparating enzyme (PIE) to form the rapamycin macrocycle. Propose a mechanism of this cyclization event. OH OH O O O HO HO O N O HO O Rapamycin backbone O O S OH OH O OH O OH OH
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Unformatted text preview: HO H OH OH O O O HO HO O N O HO O NH CO 2 H Pipecolate-incorparating enzyme ACP Pipecolate 3. Predict the structure of natural product based on the following domains of its polyketide synthase. AT ACP KS AT ACP KR KS AT ACP KR DH KS AT ACP KS AT ACP KR DH ER KS AT ACP KR S KS AT ACP TE O S O O HO S O O HO S O O HO S O O HO S O O HO S O O HO 4. Based on the structure of the natural product Methymycin predict the domain organization of methymycin polyketide synthase. O O O OH HO Methymycin...
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This note was uploaded on 06/02/2011 for the course CHEM 157 taught by Professor burkart during the Spring '07 term at UCSD.

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HW 3 - HO H OH OH O O O HO HO O N O HO O NH CO 2 H...

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