Chemistry:Sedoheptulose
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| Names | |
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| IUPAC name
D-altro-Hept-2-ulose[1]
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| Systematic IUPAC name
(3S,4R,5R,6R)-1,3,4,5,6,7-Hexahydroxyheptan-2-one | |
| Other names
D-altro-2-Heptulose; D-altro-Heptulose
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| MeSH | Sedoheptulose |
PubChem CID
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| Properties | |
| C7H14O7 | |
| Molar mass | 210.182 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Sedoheptulose or pseudoheptulose or D-altro-heptulose is a ketoheptose—a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature, and is found in various fruits and vegetables ranging from carrots and leeks to figs, mangos and avocados.[2][3]
It is an intermediate in respiratory and photosynthetic pathways and plays a vital role in the non-oxidative branch of the pentose phosphate pathway.[4][5]
Studies have shown that 7-O-galloyl-D-sedoheptulose, a chemical extracted from dogwood fruit, is able to reduce pro-inflammatory markers in vivo such as interleukin-6 (IL-6) and C-reactive protein and thus might be able reduce low-level inflammation in humans.[6] While this compound contains a sedoheptulose moiety, sedoheptulose itself has not been shown to possess the same properties.
See also
References
- ↑ "2-Carb-10". https://iupac.qmul.ac.uk/2carb/10.html.
- ↑ Ogata, James N.; Kawano, Yoshihiko; Bevenue, Arthur; Casarett, Louis J. (January 1972). "Ketoheptose content of some tropical fruits". Journal of Agricultural and Food Chemistry 20 (1): 113–115. doi:10.1021/jf60179a011. PMID 5059931.
- ↑ Okuda, Takuo; Mori, Kazuko (June 1974). "Distribution of manno-heptulose and sedoheptulose in plants". Phytochemistry 13 (6): 961–964. doi:10.1016/S0031-9422(00)91430-4.
- ↑ Horecker, B. L; Smyrniotis, P. Z (1953). "Transaldolase: The Formation of Fructose-6-Phosphate from Sedoheptulose-7-Phosphate". Journal of the American Chemical Society 75 (8): 2021. doi:10.1021/ja01104a532.
- ↑ Patra, Krushna C; Hay, Nissim (2014). "The pentose phosphate pathway and cancer". Trends in Biochemical Sciences 39 (8): 347–354. doi:10.1016/j.tibs.2014.06.005. PMID 25037503.
- ↑ Park, Chan Hum; Tanaka, Takashi; Yokozawa, Takako (September 2013). "Evaluation of 7-O-galloyl-d-sedoheptulose, isolated from Corni Fructus, in the adipose tissue of type 2 diabetic db/db mice". Fitoterapia 89: 131–142. doi:10.1016/j.fitote.2013.03.026. ISSN 0367-326X. PMID 23567861.
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