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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

Explain why the pI of lysine is the average of the pKa values of its two protonated amino groups.

In what order would histidine, serine, aspartate, and valine be eluted with a buffer of pH 4 from a columncontaining an anion-exchange resin (Dowex 1)?

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

A decapeptide undergoes partial hydrolysis to give peptides whose amino acid composition is shown. Reaction of the intact decapeptide with Edman鈥檚 reagent releases PTH-Gly. What is the sequence of the decapeptide?

1.Ala, Trp

2. Val,Pro,Asp

3. Pro, Val

4. Ala, Glu

5. Trp, Ala, Arg

6.Arg, Gly

7.Glu, Ala, Leu

8. Met, Pro, Leu, Glu

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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