Polysaccharides
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<StructureSection load='Amylose.pdb' size='500' side='right' caption='' scene='Polysaccharides/Amylose1/7'> | <StructureSection load='Amylose.pdb' size='500' side='right' caption='' scene='Polysaccharides/Amylose1/7'> | ||
=== Unbranched chain, α(1→4) glycosidic bonds === | === Unbranched chain, α(1→4) glycosidic bonds === | ||
- | Amylose is an example of a polysccharide which | + | Amylose<ref>http://en.wikipedia.org/wiki/Amylose Amylose</ref> is an example of a polysccharide which can contain up to several thousand glucoses connected by α(1→4) glycosidic bonds. The initial view (<scene name='Polysaccharides/Amylose1/7'>Reset initial scene</scene>) shows an eleven unit segment of amylose with yellow halos marking some of the oxygens which form the 1→4 glycosidic bonds. Rotate <scene name='Polysaccharides/Amylose2/4'>amylose</scene> to view the glucopyranosyl units on edge to see that the bonds are α linkages. (Remember: With the glucose providing C-1 on the left, the glucose providing C-4 on the right and C-6 of the glucoses projecting to the back of the screen both bonds of the oxygen of the α linkage project down.) From this perspective you are looking down the axis of a helix that is formed as a result of the angle that is form between the glucopyranosyl residues when they are connected by the α(1→4) bonds. This characteristic of the α(1→4) bond was seen when studying [[Disaccharides|maltose]]. <scene name='Polysaccharides/Amylose3/2'>Color</scene> ends of the polymer yellow and green. <scene name='Polysaccharides/Amylose_20/1'>Amylose</scene> with 20 glucose units; <scene name='Polysaccharides/Amylose_20_2/1'>Spacefill display</scene> |
=== Branched chain, α(1→4) glycosidic bonds === | === Branched chain, α(1→4) glycosidic bonds === | ||
- | <scene name='Polysaccharides/9_5_amylopectin1/1'>Amylopectin</scene> is also a large glucose polymer that has α(1→4) glycosidic bonds connecting the glucose units, but it also contains α(1→ 6) glycosidic bonds. In this scene the main branch is colored yellow, the side branch is green and the oxygen atoms of the α(1→4) bonds are red. Rotate <scene name='Polysaccharides/9_5_amylopectin1a/2'>Amylopectin</scene> to view the glucopyranosyl units on edge and verify that the bonds are α linkages. <scene name='Polysaccharides/9_5_amylopectin2/2'>Glucose unit four</scene>, branching point, colored yellow with the oxygen atom connecting C-6 of unit four to the C-1 of the side chain colored green. The <scene name='Polysaccharides/9_5_amylopectin3/1'>reducing terminus</scene> is colored CPK, C-1 of this unit is able to open to the aldehyde and function as a reducing agent, but all the other termini of an amylopectin molecule are non-reducing because the C-1 of these terminal units are involved in glycosidic bond and can not form the aldehyde. In this scene the non-reducing termini are colore green. | + | <scene name='Polysaccharides/9_5_amylopectin1/1'>Amylopectin</scene><ref>[http://en.wikipedia.org/wiki/Amylopectin Amylopectin]</ref> is also a large glucose polymer that has α(1→4) glycosidic bonds connecting the glucose units, but it also contains α(1→ 6) glycosidic bonds. In this scene the main branch is colored yellow, the side branch is green and the oxygen atoms of the α(1→4) bonds are red. Rotate <scene name='Polysaccharides/9_5_amylopectin1a/2'>Amylopectin</scene> to view the glucopyranosyl units on edge and verify that the bonds are α linkages. <scene name='Polysaccharides/9_5_amylopectin2/2'>Glucose unit four</scene>, branching point, colored yellow with the oxygen atom connecting C-6 of unit four to the C-1 of the side chain colored green. The <scene name='Polysaccharides/9_5_amylopectin3/1'>reducing terminus</scene> is colored CPK, C-1 of this unit is able to open to the aldehyde and function as a reducing agent, but all the other termini of an amylopectin molecule are non-reducing because the C-1 of these terminal units are involved in glycosidic bond and can not form the aldehyde. In this scene the non-reducing termini are colore green. |
<scene name='Polysaccharides/20_5_10_main_cpk/3'>Looking down the axis</scene> of a 20-unit chain (colored CPK) having a 5-unit chain (green) branching at unit five and a 10-unit chain (yellow) branching at unit 10. The red atoms in the yellow and green branching chains are the oxygen atoms of the α(1→4) glycosidic bonds. Structure <scene name='Polysaccharides/20_5_10_main_cpk2/1'>rotated 90 deg</scene>. Notice that the helical structure is more open than the unbranched amylose and the previous structure having only one branch. The native amylopectin having many more branching points would be more open than this structure, in fact it would have very little curvature. The <scene name='Polysaccharides/20_5_10_main_cpk3/1'>reducing terminus</scene> is colored white and the non-reducing termini are colored orange. In a native amylopectin molecule the distance between the branching points is 12 to 30 glucose residues which is a greater distance than in this model, and the non-reducing termini greatly out number the one reducing terminus. | <scene name='Polysaccharides/20_5_10_main_cpk/3'>Looking down the axis</scene> of a 20-unit chain (colored CPK) having a 5-unit chain (green) branching at unit five and a 10-unit chain (yellow) branching at unit 10. The red atoms in the yellow and green branching chains are the oxygen atoms of the α(1→4) glycosidic bonds. Structure <scene name='Polysaccharides/20_5_10_main_cpk2/1'>rotated 90 deg</scene>. Notice that the helical structure is more open than the unbranched amylose and the previous structure having only one branch. The native amylopectin having many more branching points would be more open than this structure, in fact it would have very little curvature. The <scene name='Polysaccharides/20_5_10_main_cpk3/1'>reducing terminus</scene> is colored white and the non-reducing termini are colored orange. In a native amylopectin molecule the distance between the branching points is 12 to 30 glucose residues which is a greater distance than in this model, and the non-reducing termini greatly out number the one reducing terminus. |
Revision as of 21:39, 27 January 2012
The objective of this article is to illustrate and visualize the structures and concepts of common polysaccharides[1] that are difficult to visualize and illustrate by viewing two dimensional structures in textbooks. Structures with a 3D perspective are used to illustrate features of a molecule which can not be easily visualized using 2D structures.
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