**Title: Biosynthesis of Prelaureatin from Lauredio** **Problem Statement:** Isolated from marine algae, prelaureatin is thought to be biosynthesized from lauredio by the following route. Propose a mechanism. **Diagrams and Details:** 1. **Lauredio Structure:** - Skeletal structure with two hydroxyl groups (OH). - Contains a large cyclic alkene and several non-cyclic double bonds. 2. **Reaction Pathway:** - Lauredio is converted to Prelaureatin using “Br⁺” (bromine in a positive oxidation state). - Bromo-peroxidase enzyme is indicated in the reaction. 3. **Prelaureatin Structure:** - Similar cyclic structure with an ether bond (O in the ring). - Hydroxyl group (OH) retained from Lauredio. - Alterations in the positions of the double bonds compared to Lauredio. **Explanation:** In this process, the enzyme bromo-peroxidase facilitates the transformation by mediating the introduction of bromine in the reaction, potentially affecting the electron distribution and enabling cyclic ether formation in Prelaureatin. This type of biosynthetic transformation is important for producing complex structures in natural marine compounds.

Introduction to Chemical Engineering Thermodynamics
8th Edition
ISBN:9781259696527
Author:J.M. Smith Termodinamica en ingenieria quimica, Hendrick C Van Ness, Michael Abbott, Mark Swihart
Publisher:J.M. Smith Termodinamica en ingenieria quimica, Hendrick C Van Ness, Michael Abbott, Mark Swihart
Chapter1: Introduction
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**Title: Biosynthesis of Prelaureatin from Lauredio**

**Problem Statement:**
Isolated from marine algae, prelaureatin is thought to be biosynthesized from lauredio by the following route. Propose a mechanism.

**Diagrams and Details:**

1. **Lauredio Structure:**
   - Skeletal structure with two hydroxyl groups (OH).
   - Contains a large cyclic alkene and several non-cyclic double bonds.

2. **Reaction Pathway:**
   - Lauredio is converted to Prelaureatin using “Br⁺” (bromine in a positive oxidation state).
   - Bromo-peroxidase enzyme is indicated in the reaction.

3. **Prelaureatin Structure:**
   - Similar cyclic structure with an ether bond (O in the ring).
   - Hydroxyl group (OH) retained from Lauredio.
   - Alterations in the positions of the double bonds compared to Lauredio.

**Explanation:**
In this process, the enzyme bromo-peroxidase facilitates the transformation by mediating the introduction of bromine in the reaction, potentially affecting the electron distribution and enabling cyclic ether formation in Prelaureatin. This type of biosynthetic transformation is important for producing complex structures in natural marine compounds.
Transcribed Image Text:**Title: Biosynthesis of Prelaureatin from Lauredio** **Problem Statement:** Isolated from marine algae, prelaureatin is thought to be biosynthesized from lauredio by the following route. Propose a mechanism. **Diagrams and Details:** 1. **Lauredio Structure:** - Skeletal structure with two hydroxyl groups (OH). - Contains a large cyclic alkene and several non-cyclic double bonds. 2. **Reaction Pathway:** - Lauredio is converted to Prelaureatin using “Br⁺” (bromine in a positive oxidation state). - Bromo-peroxidase enzyme is indicated in the reaction. 3. **Prelaureatin Structure:** - Similar cyclic structure with an ether bond (O in the ring). - Hydroxyl group (OH) retained from Lauredio. - Alterations in the positions of the double bonds compared to Lauredio. **Explanation:** In this process, the enzyme bromo-peroxidase facilitates the transformation by mediating the introduction of bromine in the reaction, potentially affecting the electron distribution and enabling cyclic ether formation in Prelaureatin. This type of biosynthetic transformation is important for producing complex structures in natural marine compounds.
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