calculate P1 for amino acid Tryptophan. Also please check if I draw the mechanism correctly and completely？？？
calculate P1 for amino acid Tryptophan. Also please check if I draw the mechanism correctly and completely？？？
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
Related questions
Question
need help to calculate P1 for amino acid Tryptophan. Also please check if I draw the mechanism correctly and completely？？？
Transcribed Image Text:Thr, Threonine
соон
+
H3N-C-H
| PH, pka=2.63
H-C-OH
1
CH3
(+1)
-NH
(+1)
P1 =
Coo
+ 1
H₂N-C-H
H-C-OH
CH13
Tryptophan Trp
соон
1
+
H³N² - C-H = H₂ND_C
PH, pha=2.20
CH₂
P1 =
(0)
2.63 +0.43.
2
саб
1
H₂N-C-
PH=pka=10.43
(0)
н- с-он
1
CH3
= 6.53
Coo
Coo
1
C-M =H₂N-C-H
PHEpha 911 CH2
CH2
(-1)
-NH
(-1)
H
16
~
Transcribed Image Text:©2003 Brooks/Cole, a division of Thomson Learning, Inc.
TABLE 3.2 pK, Values of Common Amino Acids
Acid
a-COOH
a-NH
RH or RH
2.34
9.60
Gly
Ala
2.34
9.69
Val
2.32
9.62
Leu
2.36
9.68
Ile
2.36
9.68
Ser
2.21
9.15
Thr
2.63
10.43
Met
2.28
Phe
1.83
Trp
2.38
Asn
2.02
Gln
2.17
Pro
1.99
Asp
Glu
His
Cys
Tyr
- Lys
Arg
2.09
2.19
1.82
1.71
2.20
2.18
2.17
9.21
9.13
9.39
8.80
9.13
10.6
9.82
9.67
9.17
10.78
9.11
8.95
9.04
3.86*
4.25*
Table 3.2 PKa values of common amino acids
6.0*
8.33*
10.07
10.53
12.48
18
*For these amino acids the R group ionization occurs before the a-NH;
ionization.
RH
длягр
Expert Solution
Step 1
The proteins are constituted of 20 naturally occurring amino acids.
The amino acid Tryptophan is an aromatic amino acid that has an alpha amino and and alpha carboxyl group as the ionizable groups.
The state of ionization of the ionizable groups are determined by the pKa of the group and the pH of the surrounding medium.
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