Category: indole-building-block. In 2020 J ORG CHEM published article about PROTEIN TRANSLOCATION; BIOLOGICAL EVALUATION; APRATOXIN; PACLITAXEL; INHIBITOR; BLOCKADE; SQUAMOSA; INSIGHTS; REVEALS; LEAVES in [Zong, Guanghui] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA; [Hu, Zhijian] Angion Biomed Corp, Uniondale, NY 11553 USA; [Duah, Kwabena Baffour; Andrews, Lauren E.; Shi, Wei Q.] Ball State Univ, Dept Chem, Muncie, IN 47306 USA; [Zhou, Jianhong; Du, Yuchun] Univ Arkansas, Dept Biol Sci, Fayetteville, AR 72701 USA; [O’Keefe, Sarah; High, Stephen] Univ Manchester, Fac Biol Med & Hlth, Sch Biol Sci, Manchester M13 9PT, Lancs, England; [Whisenhunt, Lucas] Thermo Fisher Sci, Florence, SC 29501 USA; [Shim, Joong Sup] Univ Macau, Fac Hlth Sci, Taipa 999078, Macao, Peoples R China in 2020, Cited 41. The Name is (E)-2-Methylbut-2-enoic acid. Through research, I have a further understanding and discovery of 80-59-1.
Two new ring-size-varying analogues (2 and 3) of ipomoeassin F were synthesized and evaluated. Improved cytotoxicity (IC50: from 1.8 nM) and in vitro protein translocation inhibition (IC50: 35 nM) derived from ring expansion imply that the binding pocket of Sec61 alpha (isoform 1) can accommodate further structural modifications, likely in the fatty acid portion. Streamlined preparation of the key diol intermediate 5 enabled gram-scale production, allowing us to establish that ipomoeassin F is biologically active in vivo (MTD: similar to 3 mg/kg).
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles