Carbohydrates
Review of sugar nomenclature:

D-Glucose
L-Glucose
Rosanoff-Hudson Rule

Monosaccharides
Trioses - C3
Glyderaldehyde
Tetroses - C4
Pentoses C5

Hexose C6
Aldoses
Glucose


Ketoses
Fructose

Sorbose
Optical Rotation
+ dextro - right
- levo - left
Haworth Perspective
Cis-Trans isomerization

Glucose isomers in aqueous solutions:

Intensity of Carbonyl band - O-Fructose inwater as a function
of temperature:

Fructose isomers in aqueous solutions:

Open chain form of fructose:
Increases with increasing temperature - 20-80° C
Increases 12 x at pH 7.0 when temperature increases from 30-80° C
Temperature effect is reversible 20-80° C
Carbonyl peak is maximal after 10 minutes at any given temperature
Mutarotation
% distribution at 20° C
| Sugar | Pyranose |
Furanose |
||
alpha |
beta |
alpha |
beta |
|
| D-Glucose | 31-37 | 64-68 | 0.5 | 0.5 |
| D-Galactose | 30-35 | 64-70 | 1 | 3 |
| D-Mannose | 64-69 | 31-36 | ||
| D-Fructose | 4 | 68 | 0.76 | 28-32 |
alpha-D Glucose +112.2° => +52.7°
beta-D-Glucose + 18.7° => +52.7°
Stability of glucose and fructose.
Sugar pH of optimum stability
Glucose 4.0
Fructose 3.0
Stability is independent of temperature and concentration at these pH values.
Epimers - Differ at positions other than C1
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C-2 epimer |
C-4 epimer |
Heptuloses
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Pentoses
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Deoxysugars
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Boat and Chair
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Dissacharides are made up of two monosaccharides. The three
most common are shown below:
Sucrose

Lactose

Maltose

Some oligosaccharides are of importance in foods such as:
Raffinose

Stachyose

Sucralose

Starch

Cellulose
