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[[File:D-Glyceraldehyde 2D Fischer.svg|thumb|140px|[[Fischer projection]] of {{smallcaps all|D}}-[[glyceraldehyde]]]]
[[File:D-Glyceraldehyde 2D Fischer.svg|thumb|140px|[[Fischer projection]] of {{smallcaps all|D}}-[[glyceraldehyde]]]]
An '''aldose''' is a [[monosaccharide]] (a simple sugar) that contains only one [[aldehyde]] (−CH=O) group per [[molecule]]. The [[chemical formula]] takes the form C<sub>''n''</sub>(H<sub>2</sub>O)<sub>''n''</sub>. The simplest possible aldose is the [[diose]] [[glycolaldehyde]], which only contains two [[carbon]] [[atom]]s.<ref>{{cite book| last=Berg| first=J.M.| edition=6th| title=Biochemistry| year=2006| publisher=W. H. Freeman and Company| location=New York}}</ref>
An '''aldose,''' along with ketose, is a [[monosaccharide]] (a simple sugar) that contains only one [[aldehyde]] (−CH=O) group per [[molecule]], whereas ketose contains a ketone group. The [[chemical formula]] takes the form C<sub>''n''</sub>(H<sub>2</sub>O)<sub>''n''</sub>. The simplest possible aldose is the [[diose]] [[glycolaldehyde]], which only contains two [[carbon]] [[atom]]s.<ref>{{cite book| last=Berg| first=J.M.| edition=6th| title=Biochemistry| year=2006| publisher=W. H. Freeman and Company| location=New York}}</ref>


Because they have at least one asymmetric carbon center, aldoses with three or more carbon atoms exhibit [[stereoisomerism]]. Aldoses containing stereogenic centers can exist in either a {{smallcaps all|D}}- form or {{smallcaps all|L}}- form. The determination is made based on the chirality of the penultimate carbon (the second-furthest from the aldehyde), where alcohol groups on the right of the [[Fischer projection]] result in {{smallcaps all|D}}-aldoses, and [[epimer]]s with alcohols on the left result in {{smallcaps all|L}}-aldoses. Biological systems tend to recognize {{smallcaps all|D}}-aldoses more than {{smallcaps all|L}}-aldoses.
Because they have at least one asymmetric<ref>{{Cite web|url=http://www.differencebetween.net/object/comparisons-of-food-items/differences-between-aldose-and-ketose/|title=Difference Between Aldose and Ketose|website=Difference Between|language=en-US|access-date=2016-03-28}}</ref> carbon center, aldoses with three or more carbon atoms exhibit [[stereoisomerism]]. Aldoses containing stereogenic centers can exist in either a {{smallcaps all|D}}- form or {{smallcaps all|L}}- form. The determination is made based on the chirality of the penultimate carbon (the second-furthest from the aldehyde), where alcohol groups on the right of the [[Fischer projection]] result in {{smallcaps all|D}}-aldoses, and [[epimer]]s with alcohols on the left result in {{smallcaps all|L}}-aldoses. Biological systems tend to recognize {{smallcaps all|D}}-aldoses more than {{smallcaps all|L}}-aldoses.


Examples of aldose include glycolaldehyde, glyceraldehyde, erythrose, threose, ribose, arabinose, xylose, lyxose, allose, altrose, glucose, mannose, gulose, idose, talose, and galactose. <ref>{{Cite web|url=http://www.differencebetween.net/object/comparisons-of-food-items/differences-between-aldose-and-ketose/|title=Difference Between Aldose and Ketose|website=Difference Between|language=en-US|access-date=2016-03-28}}</ref>
An aldose differs from a [[ketose]] in that it has a [[carbonyl]] group at the end of the carbon chain instead of in the middle. This allows ketoses and aldoses to be chemically differentiated through [[Seliwanoff's test]].<ref>{{cite web|title=Seliwanoff's Test| publisher=Harper College| accessdate=2011-07-10| url=http://www.harpercollege.edu/tm-ps/chm/100/dgodambe/thedisk/carbo/seli/seli.htm}}</ref> An aldose may [[isomer]]ize to a ketose through the [[Lobry-de Bruyn-van Ekenstein transformation]].

An aldose differs from a [[ketose]] in that it has a [[carbonyl]] group at the end of the carbon chain instead of in the middle. This allows ketoses and aldoses to be chemically differentiated through [[Seliwanoff's test]].<ref>{{cite web|title=Seliwanoff's Test| publisher=Harper College| accessdate=2011-07-10| url=http://www.harpercollege.edu/tm-ps/chm/100/dgodambe/thedisk/carbo/seli/seli.htm}}</ref> An aldose may [[isomer]]ize to a ketose through the [[Lobry-de Bruyn-van Ekenstein transformation]]. Aldose and ketose, although differ in structures, also perform in different roles.


==List of aldoses==
==List of aldoses==

Revision as of 22:25, 28 March 2016

Fischer projection of D-glyceraldehyde

An aldose, along with ketose, is a monosaccharide (a simple sugar) that contains only one aldehyde (−CH=O) group per molecule, whereas ketose contains a ketone group. The chemical formula takes the form Cn(H2O)n. The simplest possible aldose is the diose glycolaldehyde, which only contains two carbon atoms.[1]

Because they have at least one asymmetric[2] carbon center, aldoses with three or more carbon atoms exhibit stereoisomerism. Aldoses containing stereogenic centers can exist in either a D- form or L- form. The determination is made based on the chirality of the penultimate carbon (the second-furthest from the aldehyde), where alcohol groups on the right of the Fischer projection result in D-aldoses, and epimers with alcohols on the left result in L-aldoses. Biological systems tend to recognize D-aldoses more than L-aldoses.

Examples of aldose include glycolaldehyde, glyceraldehyde, erythrose, threose, ribose, arabinose, xylose, lyxose, allose, altrose, glucose, mannose, gulose, idose, talose, and galactose. [3]

An aldose differs from a ketose in that it has a carbonyl group at the end of the carbon chain instead of in the middle. This allows ketoses and aldoses to be chemically differentiated through Seliwanoff's test.[4] An aldose may isomerize to a ketose through the Lobry-de Bruyn-van Ekenstein transformation. Aldose and ketose, although differ in structures, also perform in different roles.

List of aldoses

Family tree of aldoses: (1) D-(+)-glyceraldehyde; (2a) D-(−)-erythrose; (2b) D-(−)-threose; (3a) D-(−)-ribose; (3b) D-(−)-arabinose; (3c) D-(+)-xylose; (3d) D-(−)-lyxose; (4a) D-(+)-allose; (4b) D-(+)-altrose; (4c) D-(+)-glucose; (4d) D-(+)-mannose; (4e) D-(−)-gulose; (4f) D-(−)-idose; (4g) D-(+)-galactose; (4h) D-(+)-talose

See also

References

  1. ^ Berg, J.M. (2006). Biochemistry (6th ed.). New York: W. H. Freeman and Company.
  2. ^ "Difference Between Aldose and Ketose". Difference Between. Retrieved 2016-03-28.
  3. ^ "Difference Between Aldose and Ketose". Difference Between. Retrieved 2016-03-28.
  4. ^ "Seliwanoff's Test". Harper College. Retrieved 2011-07-10.