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Chapter 21: Q53P (page 1027)

Aspartame (its structure is on page 1007) has a pI of 5.9. Draw its prevailing form at physiological pH (7.4).

Short Answer

Expert verified

Structure of aspartame at =7.4 is shown below:


Structure of aspartame at =7.4

Step by step solution

01

Relation between pH and pI value 

Isoelectric point of an amino acid can be seen in structures that contain both positive and negative charges.AMolecule having both positive and a negative charge in its structure is characterized as a zwitterion. Amino acid exists in deprotonated form athigher than pI value.On the other hand, amino acid exists as a protonated form while ph less than pI.

02

Possible structure of aspartame at pH =7.4

Structure of aspartame at =7.4

Thus, the prevailing structure of aspartame at =4 is drawn.

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Most popular questions from this chapter

The aldonic acid of D-glucose forms a five-membered-ring lactone. Draw its structure.

Explain the difference in the \({\bf{p}}{{\bf{K}}_{\bf{a}}}\) values of the carboxyl groups of alanine, serine, and cysteine.

a.Which amino acid has the lowest pI value?

b.Which amino acid has the highest pI value?

c.Which amino acid has the greatest amount of negative charge at pH = 6.20?

d.Which amino acid has a greater negative charge at pH = 6.20, glycine or methionine?

a. Which isomer鈥�(R)-alanine or (S)-alanine鈥攊s d-alanine?

b. Which isomer鈥�(R)-aspartate or (S)-aspartate鈥攊s d-aspartate?

c. Can a general statement be made relating R and S to d and l?

What amino acid is formed when the aldehyde used in the Strecker synthesis is

a. acetaldehyde? b. 2-methylbutanal? c. 3-methylbutanal?
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