Chapter 13 Multiple Choice Questions

. Which diagram represents the correct labelling for erythronolide A?

. Erythromycin is acid sensitive. Which of the following processes is responsible for this instability?

. Which of the following structures is not a semi-synthetic analogue of erythromycin? The moieties shown in blue emphasise structural differences with respect to erythromycin.

. The semi-synthetic preparation of azithromycin involves a Beckmann rearrangement of the following intermediate. The rearrangement involves the oxime and one other functional group in the structure. Which functional group is involved?

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Analogues of erythromycin have been produced by developing genetically modified cells where the biosynthetic route to erythromycin has been modifed in order to vary functional groups and substituents. What term is given to this approach?

. What is the name of the biosynthetic pathway that is involved in the generation of 6-deoxyerythronolide ?

. What are the building blocks used in the biosynthesis of 6-deoxyerythronolide B?

. The reaction involved in linking the building blocks of the polyketide pathway is similar to a reaction that is commonly carried out in organic synthesis. What is the name of the reaction?

. Which enzyme catalyses the Claisen-type condensation involved in polyketide biosynthesis?

. What initial building block would be required in order to generate the following deoxyerythronolide analogue using genetically modified cells where the KS1 domain of DEBS has been inactivated?

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