or the following amino acids: Isoleucine and Tyrosine a. Draw its complete protonic equilibria. Indicate the net charge of each form and encircle the zwitterionic form. Provide labels (A, B, C, etc.) for each form. b. Calculate the IpH of the amino acid. c. At what pH range(s) it can act as a buffer?

Curren'S Math For Meds: Dosages & Sol
11th Edition
ISBN:9781305143531
Author:CURREN
Publisher:CURREN
Chapter9: Parenteral Medication Labels And Dosage Calculation
Section: Chapter Questions
Problem 3.2P
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For the following amino acids: Isoleucine and Tyrosine

a. Draw its complete protonic equilibria. Indicate the net charge of each form and
encircle the zwitterionic form. Provide labels (A, B, C, etc.) for each form.
b. Calculate the IpH of the amino acid.
c. At what pH range(s) it can act as a buffer?
d. What will be the predominant form(s) of the amino acid at pH (i) 1.5; (ii) 3.0; (iii) 4.5;
(iv) 6.0; (v) 7.5 and (vi) 9.0? 

Table 1: pka values of the 20 common amino acids.
amino acid
alanine
arginine
aspartate
asparagine
cysteine
glutamate
glutamine
glycine
histidine
isoleucine
leucine
lysine
methionine
phenylalanine
proline
serine
threonine
tryptophan
tyrosine
valine
pka1 (-CO₂H)
2.34
2.17
1.88
2.02
1.96
2.19
2.17
2.34
1.82
2.36
2.36
2.18
2.28
2.20
1.99
2.21
2.11
2.38
2.20
2.32
pk, values
PK82 (-NH₂)
9.69
9.04
9.60
8.80
10.28
9.67
9.13
9.60
9.17
9.68
9.60
8.95
9.21
9.13
10.96
9.15
9.62
9.39
9.11
9.62
pKar (R group)
12.48
3.65
8.18
4.25
6.00
10.53
10.07
Transcribed Image Text:Table 1: pka values of the 20 common amino acids. amino acid alanine arginine aspartate asparagine cysteine glutamate glutamine glycine histidine isoleucine leucine lysine methionine phenylalanine proline serine threonine tryptophan tyrosine valine pka1 (-CO₂H) 2.34 2.17 1.88 2.02 1.96 2.19 2.17 2.34 1.82 2.36 2.36 2.18 2.28 2.20 1.99 2.21 2.11 2.38 2.20 2.32 pk, values PK82 (-NH₂) 9.69 9.04 9.60 8.80 10.28 9.67 9.13 9.60 9.17 9.68 9.60 8.95 9.21 9.13 10.96 9.15 9.62 9.39 9.11 9.62 pKar (R group) 12.48 3.65 8.18 4.25 6.00 10.53 10.07
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d. What will be the predominant form(s) of the amino acid at pH (i) 1.5; (ii) 3.0; (iii) 4.5; (iv) 6.0; (v) 7.5 and (vi) 9.0?

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