2.4 Functional Groups & Isomers

Carbon

  • Organic Compound - contains C and found in living things

  • Carbon atoms can form four covalent bonds allowing a diversity of stable compounds to exist

  • Life is based on carbon compounds including: carbs, lipids, proteins, and nucleic acids

Functional Groups

Reactive clusters of atoms attached to carbon backbone of organic molecules

Reactivity results from polar nature of cluster or presence of multiple bonds (double or triple)

Hydroxyl (OH) - found in alcohol and sugars

Amino (NH or NH2) - found in proteins and bases

Sulfhydryl (SH) - found in rubber and protein

Phosphate (PO4)- found in ATP, DNA and RNA

Carboxyl (COOH) - found in acids (e.g. vinegar)

Carbonyl Groups

Aldehyde (COH) - found in sugars & formaldehyde

Ketone (CO) - found in sugars and acetone

Structural Isomers

molecule with same molecular formula but with different arrangement of atoms

  • Differences in shape of isomers leads to differences in their physical and chemical properties

For example, glucose, galactose and fructose have same molecular formula (C6H12O6) but different structures

Glucose itself has 3 different structural isomersI

In dry state, glucose has linear structure, but when dissolved in water, molecule folds on itself to form one of two possible ring structures:

Two isomers of glucose differ only in orientation of a single hydroxyl (-OH) group

Small structural difference leads to large difference in chemical properties

Starch found in plants (amylose or amylopectin) is a polymer of α-glucose in 1-4 arrangement or 1-6 arrangement respectively

digestible

Cellulose found in cell wall of plants is a polymer of β-glucose in 1-4 arrangement - can’t be digested by most animals

not digestible

Isomers illustrate that structure of a molecule determines function of that molecule

Structure = Function