Question 7: Peptide nucleic acids (PNAS) exhibit greater stability as heteroduplexes with DNA (ie PNA-DNA duplex) than does double-stranded DNA (i.e. DNA-DNA duplex). However, peptide nucleic acids lack charged groups, making them largely insoluble under near-physiological conditions in aqueous buffer. Provide (1) an explanation for the increased stability of PNA-DNA duplexes (hint: consider intermolecular forces). (2) Additionally, propose modification(s) of the PNA scaffold DNA HO. that could increase solubility without drastically reducing duplex stability. PNA R1 HN Base Base Base Base =P-O° NH Base Base Но NH R2

Biochemistry
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Chapter1: Biochemistry: An Evolving Science
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Question 7:
Peptide nucleic acids (PNAS) exhibit greater stability as heteroduplexes with DNA (ie PNA-DNA duplex) than does
double-stranded DNA (i.e. DNA-DNA duplex). However, peptide nucleic acids lack charged groups, making them largely
insoluble under near-physiological conditions in aqueous buffer. Provide (1) an explanation for the increased stability of
PNA-DNA duplexes (hint: consider intermolecular forces). (2) Additionally, propose modification(s) of the PNA scaffold
DNA
that could increase solubility without drastically reducing duplex
stability.
PNA
R1
HN
но.
Base
Base
o=P-O
NH
Base
Base
8
o=P-O-
NH
8.
Base
Base
НО
NH
Transcribed Image Text:Question 7: Peptide nucleic acids (PNAS) exhibit greater stability as heteroduplexes with DNA (ie PNA-DNA duplex) than does double-stranded DNA (i.e. DNA-DNA duplex). However, peptide nucleic acids lack charged groups, making them largely insoluble under near-physiological conditions in aqueous buffer. Provide (1) an explanation for the increased stability of PNA-DNA duplexes (hint: consider intermolecular forces). (2) Additionally, propose modification(s) of the PNA scaffold DNA that could increase solubility without drastically reducing duplex stability. PNA R1 HN но. Base Base o=P-O NH Base Base 8 o=P-O- NH 8. Base Base НО NH
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