Concept explainers
Interpretation:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.
Concept introduction:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit involves the following reactions. i) Attack of the malonyl protein anion on acetyl protein (Claisen condensation) ii) Loss of S-protein iii) Decarboxylation iv) Protonation and taurtomerization.
To show:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.
Trending nowThis is a popular solution!
Chapter 27 Solutions
Organic Chemistry
- One of the later steps in glucose biosynthesis is the isomerization of fructose 6-phosphate to glucose 6-phosphate. Propose a mechanism, using acid or base catalysis as needed.arrow_forwardNaturally occurring compounds called cyanogenic glycosides, such as lotaustralin, release hydrogen cyanide, HCN, when treated with aqueous acid. The reaction occurs by hydrolysis of the acetal linkage to form a cyanohydrin, which then expels HCN and gives a carbonyl compound. (a) Show the mechanism of the acetal hydrolysis and the structure of the cyanohydrin that results. (b) Propose a mechanism for the loss of HCN, and show the structure of the carbonyl compound that forms.arrow_forwardWhat products are formed when the following sugar reacts with catalytic H2SO4, H2O, and heat? Please show the mechanism for the reaction.arrow_forward
- trehalose is a disacharide that can be obtained from fungi sea uchins and insects. acid hydrolysis of trehalose yields only D-glucose. trehalose is hydrolysed by a-glucosidase but not b-glucosidase.methylation of trhalose followed by hydrolysis yield two molar equivalents of 2-3-4-6 -tetra-O-methyl-D-glucopyranose. deduce the structure of the trehalose using the experimental dataarrow_forwardPolyunsaturated fatty acids (PUFA's) in oils 0.g. sunflower oil are prone to rancidity because they contain conjugated double bond systems which are easily oxidized in the presence of light or peroxides. BHT Is used as an antioxidant in oils to prevent oxidative rancidity. How do BHT prevent oils from reacting with peroxides so that they do not become rancid? Show the mechanism.arrow_forwardHow would you synthesize the following fatty acid from the organic building blocks and reagents in the following tables?Specify the building block (by number) first.Specify reagents in order of use (by letter) second.Example: 2bearrow_forward
- drug synthesis from Robinson annulation reactionarrow_forwardWhat product is formed when attached compound is treated with either Ag2O, NH4OH or Na2Cr2O7, H2SO4, H2O?arrow_forward(S)-Glutamic acid is one of the 20 amino acid building blocks of polypeptides and proteins (Chapter 27). Propose a mechanism for the following conversion.arrow_forward
- One of the steps in the biosynthesis of uridine monophosphate is the reaction of aspartate with carbamoyl phosphate to give carbamoyl aspartate followed by cyclization to form dihydroorotate. Propose mechanisms for both steps.arrow_forwardIn dilute aqueous base, (R)-glyceraldehyde is converted into an equilibrium mixture of (R,S)-glyceraldehyde and dihydroxyacetone. Propose a mechanism for this isomerization.arrow_forward21-25 Draw the major organic product of the reactionsarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning