Turanose: Difference between revisions
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| verifiedrevid = 426915255 |
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| Name = |
| Name = {{sm|d}}-Turanose |
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| ImageFile=Turanose.png |
| ImageFile = Turanose.png |
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| ImageSize=200px |
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| IUPACName = α-<small>D</small>-glucopyranosyl-(1→3)-α-<small>D</small>-fructofuranose |
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| OtherNames=α-D-glucopyranosyl-(1→3)-α-D-fructopyranose |
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| Reference=<ref>[ |
| Reference = <ref>[https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5460935 Turanose - Compound Summary], [[PubChem]]</ref> |
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|Section1={{Chembox Identifiers |
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| CASNo=547-25-1 |
| CASNo=547-25-1 |
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| UNII = 6D600ARY3R |
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| PubChem = 5460935 |
| PubChem = 5460935 |
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| MeSHName=turanose |
| MeSHName=turanose |
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|Section2={{Chembox Properties |
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| Formula=C<sub>12</sub>H<sub>22</sub>O<sub>11</sub> |
| Formula=C<sub>12</sub>H<sub>22</sub>O<sub>11</sub> |
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| MolarMass=342.30 g/mol |
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'''Turanose''' is a [[Redox|reducing]] [[disaccharide]]. The |
'''Turanose''' is a [[Redox|reducing]] [[disaccharide]]. The {{sm|d}}-isomer is naturally occurring. Its systematic name is α-{{sm|d}}-glucopyranosyl-(1→3)-α-{{sm|d}}-fructofuranose. It is an analog of [[sucrose]] not [[Metabolism|metabolized]] by [[Vascular plant|higher plants]], but rather acquired through the action of sucrose transporters for intracellular [[carbohydrate]] signaling. In addition to its involvement in signal transduction, {{sm|d}}-(+)-turanose can also be used as a carbon source by many organisms including numerous species of [[bacteria]] and [[fungus|fungi]].<ref>{{cite journal | author = Sinha, A.K.| title = Metabolizable and non-metabolizable sugars activate different signal transduction pathways in tomato | journal = Plant Physiol | volume = 128 | pages = 1480–1489 | year = 2002 | doi = 10.1104/pp.010771 | pmid = 11950996 | issue = 4 | pmc = 154275|display-authors=etal}}</ref><ref>{{cite journal | author = Gonzali, S.| title = A turanose-insensitive mutant suggests a role for WOX5 in auxin homeostasis in Arabidopsis thaliana | journal = Plant J | volume = 44 | pages = 633–645 | year = 2005 | doi = 10.1111/j.1365-313X.2005.02555.x | pmid = 16262712 | issue = 4|display-authors=etal| doi-access = free }}</ref><ref>{{cite journal | author = Sivitz, A.B.| title = Arabidopsis sucrose transporter AtSUC9. High-affinity transport activity, intragenic control of expression, and early flowering mutant phenotype | journal = Plant Physiol | volume = 143 | pages = 188–198 | year = 2007 | doi = 10.1104/pp.106.089003 | pmid = 17098854 | issue = 1 | pmc = 1761979|display-authors=etal}}</ref><ref>{{cite journal | author = Loreti, E.| title = Glucose and disaccharide-sensing mechanisms modulate the expression of α-amylase in barley embryos | journal = Plant Physiol | volume = 123 | pages = 939–948 | year = 2000 | doi = 10.1104/pp.123.3.939 | pmid = 10889242 | issue = 3 | pmc = 59056|display-authors=etal}}</ref><ref> [http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/T2754 D-Turanose] at [[Sigma-Aldrich]]</ref> |
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==References== |
==References== |
Latest revision as of 15:27, 17 June 2023
Names | |
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IUPAC name
α-D-glucopyranosyl-(1→3)-α-D-fructofuranose
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Systematic IUPAC name
(3S,4R,5R)-1,4,5,6-tetrahydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.008.108 |
MeSH | turanose |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C12H22O11 | |
Molar mass | 342.30 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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[edit]
- ^ Turanose - Compound Summary, PubChem
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ D-Turanose at Sigma-Aldrich