Glucose: Difference between revisions

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imported>Pierre-Alain Gouanvic
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[[Image:Glucose structures.jpg|right|thumb|400px|{{#ifexist:Template:Glucose structures.jpg/credit|{{Glucose structures.jpg/credit}}<br/>|}}Different forms of glucose]]  
[[Image:Glucose structures.jpg|right|thumb|400px|{{#ifexist:Template:Glucose structures.jpg/credit|{{Glucose structures.jpg/credit}}<br/>|}}Different forms of glucose]]  


'''Glucose''' is a [[hexose]] [[sugar]] molecule present in living organisms.  It is the main form of energy in a cell, and the first step of [[glucolysis]] is the transformatin of glucose to [[glucose-6-phosphate]].  It is a component of the [[disaccharide]]s [[sucrose]], [[galactose]] and [[maltose]], to name a few.  Because it contains an [[aldehyde]] in the open chain structure, it is one of the [[aldose]] sugars.  Glucose can cyclize to form five- and six-atom ring structures called [[glucofuranose]] and [[glucopyranose]], respectively, as shown in the illustration.  In 1891, the German chemist [[Emil Fischer]] elucidated the structure of D-glucose.
'''Glucose''' is a [[hexose]] [[sugar]] molecule present in living organisms.  It is the main form of energy in a cell, and the first step of [[glycolysis]] is the transformatin of glucose to [[glucose-6-phosphate]].  It is a component of the [[disaccharide]]s [[sucrose]], [[galactose]] and [[maltose]], to name a few.  Because it contains an [[aldehyde]] in the open chain structure, it is one of the [[aldose]] sugars.  Glucose can cyclize to form five- and six-atom ring structures called [[glucofuranose]] and [[glucopyranose]], respectively, as shown in the illustration.  In 1891, the German chemist [[Emil Fischer]] elucidated the structure of D-glucose.


== Cyclization mechanism ==
== Cyclization mechanism ==
Glucose can undergo [[intramolecular reaction]]s in which the aldehyde carbon at position C-1 is subject to nucleophilic attack by either the C-4 or C-5 hydroxyl groups to form cyclic [[hemiacetal]] structures called [[glucofuranose]] or [[glucopyranose]], respectively.  Depending on the stereochemical orientation of the resulting C-1 hydroxyl group formed in this reaction, the products are labeled as alpha or beta (see illustration).
Glucose can undergo [[intramolecular reaction]]s in which the aldehyde carbon at position C-1 is subject to nucleophilic attack by either the C-4 or C-5 hydroxyl groups to form cyclic [[hemiacetal]] structures called [[glucofuranose]] or [[glucopyranose]], respectively.  Depending on the stereochemical orientation of the resulting C-1 hydroxyl group formed in this reaction, the products are labeled as alpha or beta (see illustration).

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Different forms of glucose

Glucose is a hexose sugar molecule present in living organisms. It is the main form of energy in a cell, and the first step of glycolysis is the transformatin of glucose to glucose-6-phosphate. It is a component of the disaccharides sucrose, galactose and maltose, to name a few. Because it contains an aldehyde in the open chain structure, it is one of the aldose sugars. Glucose can cyclize to form five- and six-atom ring structures called glucofuranose and glucopyranose, respectively, as shown in the illustration. In 1891, the German chemist Emil Fischer elucidated the structure of D-glucose.

Cyclization mechanism

Glucose can undergo intramolecular reactions in which the aldehyde carbon at position C-1 is subject to nucleophilic attack by either the C-4 or C-5 hydroxyl groups to form cyclic hemiacetal structures called glucofuranose or glucopyranose, respectively. Depending on the stereochemical orientation of the resulting C-1 hydroxyl group formed in this reaction, the products are labeled as alpha or beta (see illustration).