Ribitol, or adonitol, is a crystalline pentose alcohol (C5H12O5) formed by the reduction of ribose. It occurs naturally in the plant Adonis vernalis[2] as well as in the cell walls of some Gram-positive bacteria, in the form of ribitol phosphate, in teichoic acids.[3] It also forms part of the chemical structure of riboflavin and flavin mononucleotide (FMN), which is a nucleotide coenzyme used by many enzymes, the so-called flavoproteins.[4]
Names | |
---|---|
IUPAC name D-Ribitol[1] | |
Systematic IUPAC name (2R,3S,4S)-Pentane-1,2,3,4,5-pentol | |
Other names (2R,3S,4S)-Pentane-1,2,3,4,5-pentaol (not recommended) Adonit Adonite Adonitol Adonitrol Pentitol 1,2,3,4,5-Pentanepentol 1,2,3,4,5-Pentanol Pentane-1,2,3,4,5-pentol | |
Identifiers | |
3D model (JSmol) | |
1720524 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.987 |
EC Number |
|
82894 | |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C5H12O5 | |
Molar mass | 152.146 g·mol−1 |
Melting point | 102 °C (216 °F; 375 K) |
-91.30·10−6 cm3/mol | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
References
edit- ^ "2-Carb-19".
- ^ Advances in Applied Microbiology. Academic Press. 28 October 1997. ISBN 9780080564586.
- ^ Seltmann, Guntram; Holst, Otto (9 March 2013). The Bacterial Cell Wall. Springer Science & Business Media. ISBN 9783662048788.
- ^ Mathews, Christopher K. (2000). Biochemistry. Van Holde, K. E. (Kensal Edward), 1928-, Ahern, Kevin G. (3rd ed.). San Francisco, Calif.: Benjamin Cummings. p. 492. ISBN 0805330666. OCLC 42290721.
External links
edit- Media related to Ribitol at Wikimedia Commons
- GMD MS Spectrum
- Safety MSDS data Archived 11 October 2007 at the Wayback Machine
- Biological Magnetic Resonance Data Bank
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