Question 1] a) A naturally occurring amino acid, 1a, has the following structure: i) What is the molecular formula of la? ii) What three functional groups does la contain? iii) Draw tetrahedral representations of both R and Senantiomers of 1a. b) The effect of pH on the form of 1a in aqueous solution is shown on the graph below: ii) Fraction of species 23333333333 1.0 09 07 080 60 80 06 0.5 04 03 02 0.1 00 OH w you to -OH 1a H₂N 00 20 40 300 120 1.0 28CEREE 0.3 i) Give the name of the dipeptide. ii) Give the one and three-letter sequence for the dipeptide. iii) Draw the structure of the dipeptide. 06 02 02 -0.4 -06 -08 140 -10 The red line shows the average total charge on each molecule in solution (right axis). while the green, blue and yellow lines show the fraction of each of three differently ionized forms of 1a (left axis). i) For each of the three forms, draw the structure and give the formal charge. From the graph, estimate the isoelectric point, pl, of 1a, and explain how you arrived at your result. iii) Estimate the pk, of the carboxylic acid group (-COOH) and ammonium group (-NH,') in 1a and explain how you arrived at your result. Total Charge c) For both of the TWO dipeptides that can result from the reaction between ovitterions of 1a and alanine: ||

Chemistry & Chemical Reactivity
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Chapter24: Biochemistry
Section: Chapter Questions
Problem 2PS: (a) Draw the Lewis structure for the amino acid phenylalanine, showing the amino group and the...
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Question 1]
a) A naturally occurring amino acid, 1a, has the following structure:
i)
ii)
ii)
i)
ii)
iii)
What is the molecular formula of la?
What three functional groups does la contain?
Draw tetrahedral representations of both R and Senantiomers of 1a.
b) The effect of pH on the form of 1a in aqueous solution is shown on the
Fraction of species
1.0
23333333333
09
07
DSC
60
06
04
0.3
02
0.1
H₂N
00
00
OH
You [2]
OH
20
40
graph below:
1.0
622282EREE
1)
Give the name of the dipeptide.
Give the one and three-letter sequence for the dipeptide
iii) Draw the structure of the dipeptide.
ii)
03
06
04
00
02
-04
--06
300 120 140
--08
-10
The red line shows the average total charge on each molecule in solution (right axis).
while the green, blue and yellow lines show the fraction of each of three differently
ignized forms of 1a (left axis).
For each of the three forms, draw the structure and give the formal charge.
From the graph, estimate the isoelectric point, pl, of 1a, and explain how you
arrived at your result.
Estimate the pk, of the carboxylic acid group (-COOH) and ammonium group
(-NH,') in 1a and explain how you arrived at your result.
Total Charge
c) For both of the TWO dipeptides that can result from the reaction between
vitterions of 1a and alanine:
||
Transcribed Image Text:Question 1] a) A naturally occurring amino acid, 1a, has the following structure: i) ii) ii) i) ii) iii) What is the molecular formula of la? What three functional groups does la contain? Draw tetrahedral representations of both R and Senantiomers of 1a. b) The effect of pH on the form of 1a in aqueous solution is shown on the Fraction of species 1.0 23333333333 09 07 DSC 60 06 04 0.3 02 0.1 H₂N 00 00 OH You [2] OH 20 40 graph below: 1.0 622282EREE 1) Give the name of the dipeptide. Give the one and three-letter sequence for the dipeptide iii) Draw the structure of the dipeptide. ii) 03 06 04 00 02 -04 --06 300 120 140 --08 -10 The red line shows the average total charge on each molecule in solution (right axis). while the green, blue and yellow lines show the fraction of each of three differently ignized forms of 1a (left axis). For each of the three forms, draw the structure and give the formal charge. From the graph, estimate the isoelectric point, pl, of 1a, and explain how you arrived at your result. Estimate the pk, of the carboxylic acid group (-COOH) and ammonium group (-NH,') in 1a and explain how you arrived at your result. Total Charge c) For both of the TWO dipeptides that can result from the reaction between vitterions of 1a and alanine: ||
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