Furanose

Furanose

A furanose is a simple sugar that contains a five-membered furan-based ring structure and is a sub-terminal ketone which gives it reducing power.

tructural properties

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 atom with the anomeric carbon to the right of the oxygen. The highest numbered chiral carbon (typically to the left of the oxygen in a Haworth projection) determines whether or not the structure has a 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 a D-configuration furanose, the highest numberd chiral carbon is facing upwards.

The furanose ring will have either alpha or beta configuration, depending on which direction the anomeric hydroxy group is pointing. In a D-configuration furanose, alpha configuration has the hydroxy pointing down, and beta has the hydroxy pointing up. It is the opposite in an L-configuration furanose. Typically, the anomeric carbon undergoes mutarotation in solution, and the alpha-beta configuration switches constantly--thus it is in an equilibrium state.

ee also

*Pyranose


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  • furanose — noun Date: 1927 a sugar having an oxygen containing ring of five atoms …   New Collegiate Dictionary

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  • furanose — fu·ra·nose (fyo͝orʹə nōs ) n. A sugar having a cyclic structure resembling that of furan. * * * …   Universalium

  • furanose — noun any cyclic hemiacetal form of a monosaccharide having a five membered ring (the tetrahydrofuran skeleton) See Also: furan …   Wiktionary

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  • Furanose — Fu|ra|no|se [↑ Furan u. ↑ ose (1)], die; , n: Gruppenbez. für Aldosen u. Ketosen (↑ Monosaccharide), die nicht als offene Kette, sondern in furanosidischer (Jargon: furanosider; Abk.: f) Form vorliegen, d. h. als Halbacetal oder Halbketal in… …   Universal-Lexikon

  • Furanose — Fu|ra|no|se die; , n <zu 2↑...ose> Zucker, dessen Molekül das Ringsystem des Furans enthält; vgl. ↑Monosaccharid …   Das große Fremdwörterbuch

  • furanose — fu·ra·nose …   English syllables

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