I. a) Draw the structure of the products that form upon complete hydrolysis (both aq HCl and aq NaOH were used in separate experiments) of polyoxin A (1), an antifungal antibiotic isolated from the bacterium Streptomyces cacaoi found in soil collected in Kumamoto Prefecture, Japan. Draw obtained monosaccharides and amino acids in their Fischer projection and proceed knowing that the nucleic acid heterocyclic base itself remained intact in the hydrolysis experiments. H3C COOH NH OH HạN но NH2 но OH

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Chapter1: Chemical Foundations
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1. a) Draw the structure of the products that form upon complete hydrolysis (both aq HCl and aq
NaOH were used in separate experiments) of polyoxin A (1), an antifungal antibiotic
isolated from the bacterium Streptomyces cacaoi found in soil collected in Kumamoto
Prefecture, Japan. Draw obtained monosaccharides and amino acids in their Fischer
projection and proceed knowing that the nucleic acid heterocyclic base itself remained
intact in the hydrolysis experiments.
H3C
COOH
NH
OH
H2N
но
NH2
но
OH
b) Upon titration, molecule 1 showed three ionizations having pKa values of 3.0, 7.3 and 9.6.
For cach pKa, write its corresponding ionization reaction.
ts
Transcribed Image Text:1. a) Draw the structure of the products that form upon complete hydrolysis (both aq HCl and aq NaOH were used in separate experiments) of polyoxin A (1), an antifungal antibiotic isolated from the bacterium Streptomyces cacaoi found in soil collected in Kumamoto Prefecture, Japan. Draw obtained monosaccharides and amino acids in their Fischer projection and proceed knowing that the nucleic acid heterocyclic base itself remained intact in the hydrolysis experiments. H3C COOH NH OH H2N но NH2 но OH b) Upon titration, molecule 1 showed three ionizations having pKa values of 3.0, 7.3 and 9.6. For cach pKa, write its corresponding ionization reaction. ts
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