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Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley
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Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Jan 18, 2016

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Page 1: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Chapter 8.1: Nucleic Acids – The “Basics”

CHEM 7784

Biochemistry

Professor Bensley

Page 2: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

CHAPTER 8.1 Nucleic Acid Basics

– Biological function of nucleotides and nucleic acids– Structures of common nucleotides

Today’s Objective: (To learn and understand the)

Page 3: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Central Dogma of Biology

Page 4: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nucleotides and Nucleosides

• Nucleobase = Nitrogeneous base

• Nucleoside = Nitrogeneous base + Pentose

• Nucleotide = Nitrogeneous base + Pentose + Phosphate

Page 5: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Pentoses of Nucleotides

• D-ribose (in RNA)

• 2-deoxy-D-ribose (in DNA)

• The difference?

2'-OH vs 2'-H

• This difference affects secondary structure and stability

Page 6: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nitrogenous Bases

Page 7: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nucleosides

Page 8: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.
Page 9: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Anti-conformation predominates in nucleic acid polymers

Page 10: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Phosphate group

• Negatively charged at neutral pH

• Typically attached to 5’ position

–Nucleic acids are built using 5’-triphosphates

–Nucleic acids contain one phosphate moiety per nucleotide

Page 11: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nucleotides• Phosphate ester of nucleosides

Page 12: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

The plane of the base is oriented perpendicular to the plane of the pentose group

Page 13: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.
Page 14: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.
Page 15: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.
Page 16: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nomenclature

Page 17: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nomenclature: Deoxyribonucleotides

You need to know structures, names and symbols (both two-letter (dA) and four-letter (dAMP) codes)

Page 18: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nomenclature: Ribonucleotides

You need to know structures, names, and symbols (both one letter and three-letter codes)

Page 19: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Polynucleotides

Page 20: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Nucleotide monomers are joined by 3’-5’ phosphodiester linkages to form nucleic acid (polynucleotide) polymers

Page 21: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.
Page 22: Chapter 8.1: Nucleic Acids – The “Basics” CHEM 7784 Biochemistry Professor Bensley.

Base pairing evident in DNA compositions