Cyclic forms of D-glucose: Haworth formula The furanose and pyranose forms of D-glucose can be presented using Haworth formula. The following templates are used for this formula. Note the numbering of the carbon atoms and the anomeric carbon (this carbon defines the alpha and beta isomer). Furanose template (furan) Pyranose template (pyran) anomeric carbon anomeric carbon Compare the Fisher and Haworth formula of D-glucofuranose and D-glucopyranose. Notice that the groups attached to C-1, C-2, and C-3 on the left side of the Fisher formula are written above the plane of the furanose template. Fisher formula Haworth formula H FOH H-2FOH 0 HOH,Č 5 ОН HO-3FH 4 он H 1 H-4 H-5FOH OH 2. 3 6 CH2OH Alpha-D-glucofuranose H OH Alpha-D-glucofuranose HOH2C- он но H. HO- он H но H OH FHO- CH2OH Beta-D-glucofuranose Beta-D-glucofuranose

Biochemistry
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Author:Reginald H. Garrett, Charles M. Grisham
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Chapter31: Completing The Protein Life Cycle: Folding, Processing, And Degradation
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Cyclic forms of D-glucose: Haworth formula
The furanose and pyranose forms of D-glucose can be presented using Haworth formula. The following
templates are used for this formula. Note the numbering of the carbon atoms and the anomeric carbon
(this carbon defines the alpha and beta isomer).
Furanose template (furan)
Pyranose template (pyran)
anomeric carbon
anomeric carbon
Compare the Fisher and Haworth formula of D-glucofuranose and D-glucopyranose. Notice that the
groups attached to C-1, C-2, and C-3 on the left side of the Fisher formula are written above the plane
of the furanose template.
Fisher formula
Haworth formula
H FOH
H-2
HOH,č 5
-OH
FOH-
H
HO-3H
4
он
H
1
H-4
H-5
H
OH
3
6 CH2OH
H
OH
Alpha-D-glucofuranose
Alpha-D-glucofuranose
HOH2C-
он
OH
но
H
FOH-
OH
Но
H
H.
OH
H
ČH2OH
Beta-D-glucofuranose
Beta-D-glucofuranose
Transcribed Image Text:Cyclic forms of D-glucose: Haworth formula The furanose and pyranose forms of D-glucose can be presented using Haworth formula. The following templates are used for this formula. Note the numbering of the carbon atoms and the anomeric carbon (this carbon defines the alpha and beta isomer). Furanose template (furan) Pyranose template (pyran) anomeric carbon anomeric carbon Compare the Fisher and Haworth formula of D-glucofuranose and D-glucopyranose. Notice that the groups attached to C-1, C-2, and C-3 on the left side of the Fisher formula are written above the plane of the furanose template. Fisher formula Haworth formula H FOH H-2 HOH,č 5 -OH FOH- H HO-3H 4 он H 1 H-4 H-5 H OH 3 6 CH2OH H OH Alpha-D-glucofuranose Alpha-D-glucofuranose HOH2C- он OH но H FOH- OH Но H H. OH H ČH2OH Beta-D-glucofuranose Beta-D-glucofuranose
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