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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.
In solution, reducing monosaccharides exist in equilibrium between their acyclic and cyclic forms with less than 1% in the acyclic form. The open chain form can close to give the pyranose and furanose with both the α- and β-anomers present for each. The equilibrium population of conformers depends on their relative energies which can be ...
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".
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.
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Download QR code; In other projects ... Simple English: Fructose, a monosaccharide, as a Haworth projection. Slovenčina: ... Haworth projection of Alpha-D ...