Chemistry:Lenthionine
From HandWiki
Lenthionine is an organosulfur compound with the formula (CH
2)
2S
5. 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).[1] onions, and garlic, and it is partly responsible for their flavor.[2] The mechanism of its formation is unclear, but it likely involves the enzyme C–S lyase.[3]
Preparation
Lenthionine has been prepared by treating dichloromethane with polysulfide solutions.[4]
Further reading
- Liu, Qin; Cui, Xiao; Song, Zhibo; Kong, Weiwei; Kang, Yuanchun; Kong, Weili; Ng, Tzi Bun (2021). "Coating shiitake mushrooms (Lentinus edodes) with a polysaccharide from Oudemansiella radicata improves product quality and flavor during postharvest storage". Food Chemistry 352. doi:10.1016/j.foodchem.2021.129357. PMID 33714165.
- Wratten, Stephen J.; Faulkner, D. John (1976). "Cyclic polysulfides from the red alga Chondria californica". The Journal of Organic Chemistry 41 (14): 2465–2467. doi:10.1021/jo00876a025. PMID 932864.
References
- ↑ Dermiki, Maria; Phanphensophon, Natalie; Mottram, Donald S.; Methven, Lisa (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 141 (1): 77–83. doi:10.1016/j.foodchem.2013.03.018. PMID 23768330.
- ↑ Block, Eric; Deorazio, Russell (1994). "Chemistry in a salad bowl: Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms". Pure Appl. Chem. 66 (10–11): 2205–2206. doi:10.1351/pac199466102205. http://www.iupac.org/publications/pac/1994/pdf/6610x2205.pdf.
- ↑ Xi, Jiapei; Chen, Xiao; Du, Jiaxin; Zhong, Lei; Hu, Qiuhui; Zhao, Liyan (2023). "Biosynthesis, behavior and fate of volatile organic sulfide in Lentinus edodes (Berk.) upon hot-air drying treatment". Food Chemistry 412. doi:10.1016/j.foodchem.2023.135528. PMID 36716624.
- ↑ Morita, Katsura; Kobayashi, Shigeru (1967). "Isolation, Structure, and Synthesis of Lenthionine and Its Analogs." (in en). Chemical and Pharmaceutical Bulletin 15 (7): 988–993. doi:10.1248/cpb.15.988. ISSN 0009-2363. PMID 5625860. http://www.jstage.jst.go.jp/article/cpb1958/15/7/15_7_988/_article.
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