Amino Acids, Peptides and DNA
α-Amino acids have NH₂ and COOH on the same carbon. In solids and at their isoelectric point they exist as zwitterions (high melting points, soluble in water). In acid they become cations; in alkali, anions. Two amino acids join by condensation, forming a peptide (amide) link –CONH– and water. Proteins are hydrolysed by hot 6 mol dm⁻³ HCl. Amino acids separate by electrophoresis (move by charge at a given pH) or chromatography. DNA: two sugar-phosphate strands held by hydrogen bonds between bases: A–T (2 H-bonds) and C–G (3). Cisplatin binds to guanine N atoms, stopping DNA replication in cancer cells.
Learning objectives
- Describe zwitterions and isoelectric points.
- Describe peptide formation and hydrolysis.
- Explain electrophoresis.
- Describe DNA structure and how cisplatin works.
Glycine has a small Mr (75) but melts above 200 °C. Why?
Core idea
Every protein in your body is a chain built from the same 20 amino acids, joined by one kind of bond.
Amino acids carry both an acidic and a basic group, so they form zwitterions. Condensation joins them by peptide links; hydrogen bonds hold DNA's two strands together.
1. Charge and pH
Charge changes with pH.
Glycine ( 75) + alanine ( 89). of the dipeptide?
- Goal
- .
- Strategy
- Subtract water.
- Add monomers.
- One H₂O lost per peptide link.
Summary
- Zwitterions; isoelectric point.
- Peptide link –CONH–.
- Electrophoresis by charge.
- DNA: A–T, C–G.
- Zwitterion
- Ion with both + and − charges, overall neutral.
- Isoelectric point
- pH at which an amino acid has no net charge.
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