Important Disaccharides and Polysaccharides

Monosaccharides can be linked through glycosidic bonds between anomeric carbons and any of the hydroxyl groups on a second saccharide unit.  Specific linkages can lead to very specific chemical and biological behavior.

sucrose.mol

sucrose.gif (3030 bytes)

maltose.mol

maltose.gif (3059 bytes)

lactose.mol

lactose.gif (3046 bytes)

cellobiose.mol

cellobiose.gif (3016 bytes)

  We can also have trioses, made up of three monosaccharide units; tetroses, made up of four monosaccharide units, etc. An example is "sialyl Lewisx," a tetrasaccharide that plays a key role in cellular recognition and immune response:

silewx.pdb

silewx.gif (6468 bytes)

Blood typing antigens also involve molecular recognition of oligosaccharide units.   The following structures are seen in, respectively, Type A, Type B and Type O blood (the link to the protein is more complex, but the terminal tri- or tetrasaccharide deterimines the function):

typeagp.pdb

typeagp.gif (6376 bytes)

typebgp.pdb

typebgp.gif (6531 bytes)

typehgp.pdb

typehgp.gif (5013 bytes)

Now consider the polymeric forms.

The most important polysaccharides are all composed primarily of glucose units.   The difference between them is a combination of the amount of branching (one sugar donating 2 or more hydroxyls to glycosidic links) and the anomeric configuration.

Cellulose:

 

The major structural component of plants is a linear polymer linked almost entirely by b-links.  This leads to a very regular structure that can crystallize easily (up to 80% of cellulose is crystalline) and is thus quite rigid, not water-soluble and resistant to chemical action.  In plants, the cell wall is composed primarily of cellulose; other components include hemicellulose (a more branched form of cellulose that is less crystalline and more flexible) and lignin (oligomeric phenolic structures; obtained by dehydration and oxidation of saccharide units; these serve as potent antioxidants).

 

Starch:

Starch, on the other hand, is linked by a-linkages.   The amylose portion  is also a linear polymer, though it can branch somewhat more than cellulose.  Amylopectin, another portion of strarch, is much more branched and is water-soluble.  Starch is more readily hydrolyzed than cellulose and is thus a storage reservoir for glucose generated from photosynthesis.