Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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b) The methyl group at the C terminus of aspartame can be cleaved by concentrated sulfuric acid
(conc. H₂SO4) to reveal the carboxylic acid (compound 1), which has a pK₂ of 2.43.
OH NH₂
OCH3
conc.
H₂SO4
OH NH₂
OH
Compound 1
The other two pKa values in the molecule are unchanged. It is useful to calculate the isoelectric
point (pl) when planning to separate charged species from neutral species with electrophoresis.
pKal + PK₂2
2
pl =
HINT:
i) Calculate the isoelectric point of aspartame.
ii) Calculate the isoelectric point of compound 1 and explain your reasoning behind the
calculation.
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Transcribed Image Text:b) The methyl group at the C terminus of aspartame can be cleaved by concentrated sulfuric acid (conc. H₂SO4) to reveal the carboxylic acid (compound 1), which has a pK₂ of 2.43. OH NH₂ OCH3 conc. H₂SO4 OH NH₂ OH Compound 1 The other two pKa values in the molecule are unchanged. It is useful to calculate the isoelectric point (pl) when planning to separate charged species from neutral species with electrophoresis. pKal + PK₂2 2 pl = HINT: i) Calculate the isoelectric point of aspartame. ii) Calculate the isoelectric point of compound 1 and explain your reasoning behind the calculation.
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