Part of OC-09 — Biomolecules

| Type: Structural Chemistry

by Notetube Official206 words4 views

Nucleic Acids: Structure of DNA and RNA

Nucleotide components:

  1. Nitrogenous base (purine or pyrimidine)
  2. Pentose sugar (deoxyribose in DNA; ribose in RNA)
  3. Phosphate group(s)

Nucleoside = base + sugar (no phosphate) Nucleotide = base + sugar + phosphate

Bases:

Purines (double ring — fused pyrimidine + imidazole): Adenine, Guanine (both in DNA and RNA)

Pyrimidines (single ring): Cytosine (both), Thymine (DNA only), Uracil (RNA only)

Memory: "CUT the PY-ramid" → Cytosine, Uracil, Thymine are pyrimidines

Ribose vs Deoxyribose:

FeatureRibose (RNA)Deoxyribose (DNA)
C2' substituent-OH-H
SMILESOC[C@@H]1O[C@H](O)[C@H](O)[C@@H]1OOC[C@@H]1O[C@H](O)C[C@@H]1O
StabilityLess stable (susceptible to hydrolysis via 2',3'-cyclic phosphate)More stable (no 2'-OH)

Watson-Crick base pairing:

A --- T (DNA): 2 hydrogen bonds G === C (DNA): 3 hydrogen bonds A --- U (RNA): 2 hydrogen bonds

Chargaff's Rules (double-stranded DNA only): [A]=[T],[G]=[C],[A]+[G]=[T]+[C] (purines = pyrimidines)[A] = [T], \quad [G] = [C], \quad [A]+[G] = [T]+[C] \text{ (purines = pyrimidines)}

Melting temperature relationship:

Tm%G-C contentT_m \propto \% \text{G-C content}

Higher G-C → more H-bonds → higher Tm (more energy needed to separate strands)

Tm69.3+0.41×(%G+C) (°C, for long DNA in 0.1M NaCl)T_m \approx 69.3 + 0.41 \times (\% \text{G+C}) \text{ (°C, for long DNA in 0.1M NaCl)}

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