CHEM314 – BIOCHEMISTRY 2016 – Homework # 2
HARD COPY DUE: Wednesday, February 10
th
at the beginning of class (Please
hand in THIS worksheet with additional pages for work if necessary).
Name: _________________________________________
Complete the following questions.
Be sure to
SHOW ALL WORK
to receive full credit.
While
you may work in groups for this assignment, you each must submit your
OWN WORK in your
own words
.
Also, if you do work in groups please provide the names of those you worked with
(even if from another section).
1.
a.
For each of the following compounds, identify the acid form and its conjugate
base. Consider only functional groups with pK
a
’s in the range 1-12. (Note: Only
one form is shown. You will have to draw the other form as well as identify it.)
O
HO
b.
For each of the compounds in your answer to question #1 part a, indicate (by circling
the appropriate structure) which species will predominate (i.e. be present in the highest
concentration) at pH 8. You will need a table of approximate pK
a
values for various
functional groups to answer this question. This information can be found in most
organic chemistry textbooks or online
(
http://evans.rc.fas.harvard.edu/pdf/evans_pKa_table.pdf
).
2.
The structure of a small peptide is shown below. You want to make an aqueous solution of this
peptide at the highest concentration possible. Would you choose a dilute acid (say 50 mM HCl
or a dilute base (again, say 50 mM NaOH) or a buffer near neutral pH? Why? (Hint: Think about
what factors govern water solubility and how pH will affect one of them.)
3.
The figure shown below illustrates the binding of substrates (homoserine, on the left and ATP on
the right) to an enzyme. Each of the dotted lines indicates a non-covalent interaction between
the substrate and the enzyme. For each of these interactions identify its type (charge-charge,
hydrogen bond or van der Walls); for hydrogen bonds also indicate which participant is the
donor and the acceptor.
H
N
N
H
HO
O
OH
H
2
N
O
NH
2
HO
O
O
O
