Sedoheptulose

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  • Sedoheptulose is a seven-carbon monosaccharide (heptose) with the molecular formula C₇H₁₄O₇. It belongs to the class of ketoheptoses, as it contains a ketone functional group typically at the second carbon. 
  • Unlike the more common five- and six-carbon sugars, sedoheptulose is relatively rare in nature, but it plays a vital role as a metabolic intermediate in plants, algae, and microorganisms. Its name derives from its occurrence in the leaves of Sedum species, from which it was first isolated.
  • The most significant role of sedoheptulose is as sedoheptulose-7-phosphate (S7P), a phosphorylated derivative that functions as a key intermediate in the pentose phosphate pathway (PPP) and the Calvin cycle of photosynthesis. In the PPP, S7P participates in the rearrangement reactions catalyzed by transaldolase and transketolase, which balance carbon skeletons and generate essential metabolites such as ribose-5-phosphate for nucleotide synthesis and NADPH for reductive biosynthesis and antioxidant defense. In photosynthetic organisms, sedoheptulose intermediates are central to carbon fixation and carbohydrate metabolism, making them indispensable for growth and energy production.
  • Structurally, sedoheptulose can exist in open-chain and cyclic forms, like other monosaccharides, but its phosphorylated derivative (S7P) is the biologically active form in most cellular processes. The heptose structure allows sedoheptulose to serve as a versatile carbon skeleton, facilitating carbon shuffling between sugars of different chain lengths. This property underlies its crucial role in maintaining metabolic flexibility and balance in both autotrophic and heterotrophic organisms.
  • Beyond primary metabolism, sedoheptulose and its derivatives have attracted interest for their potential biomedical and nutritional applications. Some studies have reported sedoheptulose as a natural sugar found in certain plants and fruits, with possible antioxidant and metabolic benefits. Additionally, sedoheptulose metabolism has been studied in relation to disorders of the PPP, where imbalances can impact redox homeostasis and contribute to oxidative stress–related diseases. Although research in this area is still emerging, sedoheptulose’s position at the crossroads of metabolic pathways highlights its biomedical relevance.
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