Chemistry:Lentztrehalose
Lentztrehaloses A, B, and C are trehalose analogues found in an actinomycete Lentzea sp. ML457-mF8.[1][2] Lentztrehaloses A and B can be synthesized chemically.[3] The non-reducing disaccharide trehalose is commonly used in foods and various products as stabilizer and humectant, respectively. Trehalose has been shown to have curative effects for treating various diseases in animal models including neurodegenerative diseases, hepatic diseases, and arteriosclerosis. Trehalose, however, is readily digested by hydrolytic enzyme trehalase that is widely expressed in many organisms from microbes to human. As a result, trehalose may cause decomposition of the containing products. And its medicinal effect may be reduced by the hydrolysis by trehalase. Lentztrehaloses are rarely hydrolyzed by microbial and mammalian trehalases[4] and may be used in various areas as a biologically stable substitute of trehalose.
References
- ↑ Wada, Shun-ichi; Ohba, Shun-ichi; Someno, Tetsuya; Hatano, Masaki; Nomoto, Akio (2014). "Structure and biological properties of lentztrehalose: a novel trehalose analog" (in en). The Journal of Antibiotics 67 (4): 319–322. doi:10.1038/ja.2013.143. ISSN 0021-8820. PMID 24448628.
- ↑ Wada, Shun-ichi; Kubota, Yumiko; Sawa, Ryuichi; Umekita, Maya; Hatano, Masaki; Ohba, Shun-ichi; Hayashi, Chigusa; Igarashi, Masayuki et al. (2015). "Novel autophagy inducers lentztrehaloses A, B and C" (in en). The Journal of Antibiotics 68 (8): 521–529. doi:10.1038/ja.2015.23. ISSN 0021-8820. PMID 25757606.
- ↑ Zhang, Ming; Wada, Shun-ichi; Amemiya, Fuyuki; Watanabe, Takumi; Shibasaki, Masakatsu (2015). "Synthesis and Determination of Absolute Configuration of Lentztrehalose A" (in en). Chemical & Pharmaceutical Bulletin 63 (11): 961–966. doi:10.1248/cpb.c15-00600. ISSN 0009-2363. PMID 26521862. https://www.jstage.jst.go.jp/article/cpb/63/11/63_c15-00600/_article.
- ↑ Wada, Shun-ichi; Sawa, Ryuichi; Ohba, Shun-ichi; Hayashi, Chigusa; Umekita, Maya; Shibuya, Yuko; Iijima, Kiyoko; Iwanami, Fumiki et al. (2016-09-28). "Stability and Bioavailability of Lentztrehaloses A, B, and C as Replacements for Trehalose" (in en). Journal of Agricultural and Food Chemistry 64 (38): 7121–7126. doi:10.1021/acs.jafc.6b02782. ISSN 0021-8561. PMID 27595314. https://pubs.acs.org/doi/10.1021/acs.jafc.6b02782.
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