Fischer projection

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(New page: The Fischer projection is a two-dimensional representation of a linear monosaccharide showing the stereochemistry. 500px <Struc...)
Current revision (17:18, 21 July 2020) (edit) (undo)
 
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The Fischer projection is a two-dimensional representation of a linear monosaccharide showing the stereochemistry.
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The Fischer projection is a two-dimensional representation of a linear monosaccharide showing the stereochemistry. The figure below shows - from left to right - (a) a wedge-and-dashes representation of glucose in a relaxed conformation, (b) glucose in a conformation where the carbon chain is in an all-syn conformation, (c) with the carbon chain on the vertical axis and (d) the Fischer projection. This insightful series of images is from https://commons.wikimedia.org/wiki/File:Fischer_projection_-_projection_of_D-glucose.png
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[[Image:Fischer projection - projection of D-glucose.png|500px]]
 
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<Structure load='' size='350' frame='true' align='right' caption='Insert caption here' scene='Insert optional scene name here' />
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[[Image:Fischer projection - projection of D-glucose.png|800px]]
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<Structure load='' size='350' frame='true' align='right' caption='Insert caption here' scene='85/856021/Overall/1' />
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The 3D image shows glucose in the all-syn conformation. You can rationalize the Fischer projection by centering on each carbon atom, keeping carbon 1 (the aldehyde function) on top and the carbon chain curved backwards.
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The coordinates of glucose are from https://sites.science.oregonstate.edu/~gablek/CH334/Chapter5/fischer.htm.
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<jmol>
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<jmolLink>
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<script> set zshade on; set zshadepower 2; moveto 1.0 { 511 -545 664 171.11} 133.56 0.0 0.0 {-0.43 -1.4969999999999999 -0.31} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 1 (not chiral)</text>
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</jmolLink>
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</jmol>
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<jmol>
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<jmolLink>
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<script> moveto 1.0 { 421 -394 817 166.63} 133.56 0.0 0.0 {0.395 -1.242 0.9540000000000001} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 2</text>
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</jmolLink>
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</jmol>
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<jmol>
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<jmolLink>
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<script> moveto 1.0 { -1 -48 999 165.59} 133.56 0.0 0.0 {0 0 1.749} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 3</text>
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</jmolLink>
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</jmol>
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<jmol>
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<jmolLink>
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<script> moveto 1.0 { -421 403 813 166.5} 133.56 0.0 0.0 {-0.395 1.242 0.9540000000000001} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 4</text>
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</jmolLink>
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</jmol>
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<jmol>
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<jmolLink>
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<script> moveto 1.0 { -236 -719 -654 132.38} 133.56 0.0 0.0 {0.427 1.496 -0.305} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 5</text>
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</jmolLink>
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</jmol>
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<jmol>
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<jmolLink>
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<script> moveto 1.0 { -245 -922 300 163.36} 133.56 0.0 0.0 {-0.115 0.754 -1.525} 4.711404157531831 {0 0 0} 0 0 0 3.0 0.0 0.0;
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</script>
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<text>carbon 6 (not chiral)</text>
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</jmolLink>
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</jmol>

Current revision

The Fischer projection is a two-dimensional representation of a linear monosaccharide showing the stereochemistry. The figure below shows - from left to right - (a) a wedge-and-dashes representation of glucose in a relaxed conformation, (b) glucose in a conformation where the carbon chain is in an all-syn conformation, (c) with the carbon chain on the vertical axis and (d) the Fischer projection. This insightful series of images is from https://commons.wikimedia.org/wiki/File:Fischer_projection_-_projection_of_D-glucose.png



Insert caption here

Drag the structure with the mouse to rotate

The 3D image shows glucose in the all-syn conformation. You can rationalize the Fischer projection by centering on each carbon atom, keeping carbon 1 (the aldehyde function) on top and the carbon chain curved backwards. The coordinates of glucose are from https://sites.science.oregonstate.edu/~gablek/CH334/Chapter5/fischer.htm.

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Karsten Theis

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