The structure of geranylgeranyl diphosphate is to be given and further a mechanism for its biosynthesis from farnesyl diphosphate and isopentenyl diphosphate is to be proposed. Concept introduction: The biosynthesis of geranylgeranyl dipoosphate (GGPP) from farnesyl diphosphate (FPP)and isopentenyl diphosphate(IPP) involves the attack of the double bond of IPP on FPP to produce a carbocation eliminating the diphosphate ion which is followed by deprotonation. To give: The structure of geranylgeranyl diphosphate and to propose a mechanism for its biosynthesis from farnesyl diphosphate and isopentenyl diphosphate.

Question

A variation of the acetamidomalonate synthesis can be used to synthesize serine. The process involves the following steps: Ethoxide ion deprotonates diethyl acetamidomalonate, forming enolate anion 1; Enolate anion 1 makes a nucleophilic attack on formaldehyde, forming tetrahedral intermediate 2; Protonation of the oxyanion forms alcohol 3; Acid hydrolysis yields dicarboxyamino alcohol 4; Decarboxylation leads to the final amino acid. Write out the mechanism on a separate sheet of paper, and then draw the structure of tetrahedral intermediate 2. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. They will not be considered in the grading. Draw carboxyl and amino groups in their uncharged forms.

Answer 1

Question

Chapter 27.SE, Problem 43AP

Interpretation Introduction

Interpretation:

The structure of geranylgeranyl diphosphate is to be given and further a mechanism for its biosynthesis from farnesyl diphosphate and isopentenyl diphosphate is to be proposed.

Concept introduction:

The biosynthesis of geranylgeranyl dipoosphate (GGPP) from farnesyl diphosphate (FPP)and isopentenyl diphosphate(IPP) involves the attack of the double bond of IPP on FPP to produce a carbocation eliminating the diphosphate ion which is followed by deprotonation.

To give:

The structure of geranylgeranyl diphosphate and to propose a mechanism for its biosynthesis from farnesyl diphosphate and isopentenyl diphosphate.

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