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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

What amino acid is formed using the N-phthalimidomalonic ester synthesis when the following alkyl halides are used in the third step?

(a)

(b)CH3SCH2CH2Br

Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate the peptide bonds.

Esterase is an enzyme that catalyzes the hydrolysis of esters. It hydrolyzes esters of L-amino acids more rapidly than esters of D-amino acids. How can this enzyme be used to separate a racemic mixture of amino acids?

Show the steps in the synthesis of the tetrapeptide in problem 34, using Merrifield’s method.

Cells can also convert a-keto acids into amino acids, but because the reagents organic chemists use for this reaction are not available in cells, they carry out this reaction by a different mechanism

(a) What amino acid is obtained from the reductive amination of each of the following metabolic intermediates in a cell by reductive amination?



(b)What amino acids are obtained from the same metabolic intermediates when the amino acids are synthesized in the laboratory?
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