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Lenthionine

1,4-Dicarbacycloheptasulfane

Lenthionine is an organosulfur compound with the formula . The compound consists of a 1,4-C2S5 ring (pentathiepane). Lenthionine is a major component of the organosulfur compounds found in shiitake mushrooms (Lentinula edodes). onions, and garlic, and it is partly responsible for their flavor. The mechanism of its formation is unclear, but it likely involves the enzyme C–S lyase.

Preparation

Lenthionine has been prepared by treating dichloromethane with polysulfide solutions.

References

References

  1. (March 23, 2022). "Showing metabocard for Lenthionine (HMDB0031258)".
  2. (2013). "Contributions of non-volatile and volatile compounds to the umami taste and overall flavour of shiitake mushroom extracts and their application as flavour enhancers in cooked minced meat". Food Chemistry.
  3. (1994). "Chemistry in a salad bowl: Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms". Pure Appl. Chem..
  4. (2023). "Biosynthesis, behavior and fate of volatile organic sulfide in Lentinus edodes (Berk.) upon hot-air drying treatment". Food Chemistry.
  5. (1967). "Isolation, Structure, and Synthesis of Lenthionine and Its Analogs.". Chemical and Pharmaceutical Bulletin.
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organic-disulfides pungent-flavors sulfur-heterocycles
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