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Encyclopedia > Furanose

A furanose is a simple sugar that contains a furan ring and is a sub-terminal ketone which gives it reducing power. Magnified view of refined sugar crystals. ... Furan, also known as furane and furfuran, is an aromatic heterocyclic organic compound, produced when wood, especially pine-wood, is distilled. ...


Structural Properties

The furanose ring is a cyclical hemiacetal of a straight-chain carbon configuration. A furanose ring structure consists of 5 atoms--four carbon and one oxygen with the anomeric carbon to the right of the oxygen. The highest numbered chiral carbon (typically to the left of the oxygen) determines wether or not the structure has D-configuration or L-configuration. In an L-configuration furanose, the substituent on the highest numbered chiral carbon is pointed downwards out of the plane, and in an L-configuration furanose, the highest numberd chiral carbon is facing upwards. Furthermore, at the anomeric carbon, the furanose ring will have either alpha, or beta configuration, depending on which direction the Hydroxy group is pointing. In an L-configuration furanose, alpha configuration has the hydroxy pointing up, and beta has the hydroxy pointing down. It is opposite in D-configuration furanose. Typically, the anomeric carbon undergoes mutorotation in solution, and the alpha-beta configuration switches constantly--thus it is in an equilibrium state. A hemiacetal is a functional group or compound containing the function group in the form of: where R and R are any carbon backbones. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... General Name, Symbol, Number oxygen, O, 8 Chemical series Chalcogens Group, Period, Block 16, 2, p Appearance colorless Atomic mass 15. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... Chirality refers to several phenomena, all having to do with objects that differ from their mirror image. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... The first letter of the Greek alphabet, Α α, also has some cultural meanings; see alpha (letter). ... The second letter of the Greek alphabet, Β β, also has some cultural meanings; see beta (letter). ... This prefix in chemical nomenclature indicates the presence of a hydroxyl functional group (-OH). ...


  Results from FactBites:
 
Furanose - Wikipedia, the free encyclopedia (227 words)
The furanose ring is a cyclic hemiacetal of an aldopentose or a cyclic hemiketal of a ketohexose.
A furanose ring structure consists of four carbon and one oxygen with the anomeric carbon to the right of the oxygen.
It is the opposite in an L-configuration furanose.
Composition and method for inhibiting platelet aggregation - Patent 7101860 (10591 words)
Esters may be readily prepared by reacting a hydroxyl group of the furanose in a nucleoside or nucleotide with an activated form of an appropriate organic acid, such as an acid halide or acid anhydride in the presence of an organic or inorganic base.
Carbonates or thiocarbonates may be synthesized by reacting the hydroxyl groups of a furanose in a nucleoside or nucleotide with an appropriate haloformate in the presence of an organic or inorganic base.
Acetals and ketals may be readily prepared by reaction of the neighboring 2' and 3' hydroxyl groups of the furanose in an appropriate nucleoside or nucleotide with an aldehyde or ketone, respectively, or their chemical equivalents, in the presence of an acid catalyst.
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