a) It is known    that    double    stranded    DNA    is    denatured    at    low    pH.     pKa values    should     allow    the    determination    of    whether    this    is    due    to    perturbation    of    the    hydrogen    bonding    in    A-T     and/or    G-C    base    pairs.    The    table    gives    values    for    the    pKas    of different    protonated    groups    in    the     nucleobases. Nucleobase Position    &    pKa                     A             N1,            3.5                     G             N7,            1.6;                N1,    9.2                     C             N3,        4.2                     T             N3,        9.7 a)   Draw    the    A-T    and    G-C    base    pairs.                 - Label    the    bases    with    the    one-letter    code.    –         - Number    the    atoms    in    the    rings and    label    the    atom    that    attaches    to    the    sugar.                 - Mark the groups that interact in normal Watson-Crick base-pairing with arrows: use an arrow towards the groups for hydrogen bond acceptors, and use an arrow away from the group for hydrogen bond donors.  b)  Circle the nitrogen atoms    that would    be protonated    at    very    low    pH    (pH    3) that are     not    protonated    at    pH    7. c)   Will    A-T,    or    G-C    base-pairs    or    both    kinds    of    base-pairs    be    perturbed    at    pH    3?

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
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a) It is known    that    double    stranded    DNA    is    denatured    at    low    pH.     pKa values    should    
allow    the    determination    of    whether    this    is    due    to    perturbation    of    the    hydrogen    bonding    in    A-T    
and/or    G-C    base    pairs.    The    table    gives    values    for    the    pKas    of different    protonated    groups    in    the    
nucleobases.
Nucleobase Position    &    pKa
                    A             N1,            3.5
                    G             N7,            1.6;                N1,    9.2
                    C             N3,        4.2
                    T             N3,        9.7
a)   Draw    the    A-T    and    G-C    base    pairs.    
            - Label    the    bases    with    the    one-letter    code.    –
        - Number    the    atoms    in    the    rings and    label    the    atom    that    attaches    to    the    sugar.        
        - Mark the groups that interact in normal Watson-Crick base-pairing with arrows: use an
arrow towards the groups for hydrogen bond acceptors, and use an arrow away from the
group for hydrogen bond donors.
 b)  Circle the nitrogen atoms    that would    be protonated    at    very    low    pH    (pH    3) that are    
not    protonated    at    pH    7.
c)   Will    A-T,    or    G-C    base-pairs    or    both    kinds    of    base-pairs    be    perturbed    at    pH    3? 

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