Turanose

From Wikipedia, the free encyclopedia
D-Turanose[1]
Identifiers
CAS number 547-25-1 YesY
PubChem 5460935
ChemSpider 4574343
MeSH turanose
Jmol-3D images {{#if:O=C([C@@H](O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)[C@H](O)[C@H](O)CO)CO|Image 1
Properties
Molecular formula C12H22O11
Molar mass 342.30 g/mol
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Turanose is a reducing disaccharide. The D-isomer is naturally occurring. Its systematic name is α-D-glucopyranosyl-(1→3)-α-D-fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, D-(+)-turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi.[2][3][4][5][6]

References

  1. Turanose - Compound Summary, PubChem
  2. Sinha, A.K., et al. (2002). "Metabolizable and non-metabolizable sugars activate different signal transduction pathways in tomato". Plant Physiol 128 (4): 1480–1489. doi:10.1104/pp.010771. PMC 154275. PMID 11950996. 
  3. Gonzali, S., et al. (2005). "A turanose-insensitive mutant suggests a role for WOX5 in auxin homeostasis in Arabidopsis thaliana". Plant J 44 (4): 633–645. doi:10.1111/j.1365-313X.2005.02555.x. PMID 16262712. 
  4. Sivitz, A.B., et al. (2007). "Arabidopsis sucrose transporter AtSUC9. High-affinity transport activity, intragenic control of expression, and early flowering mutant phenotype". Plant Physiol 143 (1): 188–198. doi:10.1104/pp.106.089003. PMC 1761979. PMID 17098854. 
  5. Loreti, E., et al. (2000). "Glucose and disaccharide-sensing mechanisms modulate the expression of α-amylase in barley embryos". Plant Physiol 123 (3): 939–948. doi:10.1104/pp.123.3.939. PMC 59056. PMID 10889242. 
  6. D-Turanose at Sigma-Aldrich
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