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In chemistry, a Haworth projection is a common way of writing a structural formula to represent the cyclic structure of monosaccharides with a simple three-dimensional perspective. Haworth projection approximate the shapes of the actual molecules better for furanoses —which are in reality nearly planar—than for pyranoses that exist in ...
The stereochemical structure of a cyclic monosaccharide can be represented in a Haworth projection. In this diagram, the α-isomer for the pyranose form of a D -aldohexose has the −OH of the anomeric carbon below the plane of the carbon atoms, while the β-isomer has the −OH of the anomeric carbon above the plane.
The conventional numbering of the carbons in the closed form is the same as in the open-chain form. If the sugar is an aldohexose, with the carbonyl in position 1, the reaction may involve the hydroxyl on carbon 4 or carbon 5, creating a hemiacetal with five- or six-membered ring, respectively.
Sir Walter Norman Haworth FRS [1] (19 March 1883 [2] – 19 March 1950) was a British chemist best known for his groundbreaking work on ascorbic acid while working at the University of Birmingham. He received the 1937 Nobel Prize in Chemistry "for his investigations on carbohydrates and vitamin C".
Allulose, also known by its systematic name D-ribo-2-hexulose as well as by the name D-psicose, is a monosaccharide and a ketohexose. [ 2 ] [ 11 ] It is a C3 epimer of fructose . [ 2 ] Fructose can be converted to allulose by the enzymes D -tagatose 3-epimerase ( EC 5.1.3.31 ) and/or D -psicose 3-epimerase ( EC 5.1.3.30 ), which has allowed for ...
Haworth Projection of β-D-glucopyranose Hermann Emil Fischer won the Nobel Prize in Chemistry (1902) for his work in determining the structure of the D - aldohexoses . [ 1 ] However, the linear, free-aldehyde structures that Fischer proposed represent a very minor percentage of the forms that hexose sugars adopt in solution.
Fischer projection of D-glyceraldehyde. Like most carbohydrates, simple aldoses have the general chemical formula C n (H 2 O) n.Because formaldehyde (n=1) and glycolaldehyde (n=2) are not generally considered to be carbohydrates, [1] the simplest possible aldose is the triose glyceraldehyde, which only contains three carbon atoms.
However, in order for anomers to exist, the sugar must be in its cyclic form, since in open-chain form, the anomeric carbon atom is planar and thus achiral. More formally stated, then, an anomer is an epimer at the hemiacetal/hemiketal carbon atom in a cyclic saccharide. [1] Anomerization is the process of conversion of one anomer to the other.