121-48-2Relevant articles and documents
Biosynthesis of tetrapetalones
Komoda, Toshikazu,Sugiyama, Yasumasa,Hirota, Akira
, p. 1615 - 1620 (2007)
The biosynthesis of tetrapetalones (tetrapetalones A, B, C, and D) in Streptomyces sp. USF-4727 was studied by feeding experiments with 1- 13C sodium propanoate, 1-13C sodium butanoate, carbonyl-13C 3-amino-5-hydroxybenzoic acid (AHBA) hydrochloride, and 1-13C glucose, followed by analysis of the 13C-NMR spectra. These feeding experiments revealed that the four tetrapetalones were polyketide compounds constructed from propanoate, butanoate, AHBA, and glucose. The tetrapetalone biosynthetic pathway was also suggested in this study. In this pathway, tetrapetalone A (1) is synthesized by polyketide synthase (PKS) using AHBA as a starter unit, then the side chain of 1 is subjected to acetoxylation to produce tetrapetalone B (2). Additionally, 1 is oxidized and transformed into tetrapetalone C (3). In a similar way, 2 is converted to tetrapetalone D (4). Therefore, the biosynthetic relationship of the four tetrapetalones was indicated. This journal is The Royal Society of Chemistry.
PROCESS FOR PREPARING SUBSTITUTED AROMATIC CARBOXYLIC ACIDS
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Page/Page column 3, (2010/09/17)
A process for preparing an aromatic carboxylic acid having a heteroatom containing substituent is provided that includes reaction in a vessel of an aromatic precursor having an aromatic core with at least one heteroatom containing substituent and at least one hydrogen extending from the core, with a haloacetonitrile under reaction conditions to form an aromatic acetonitrile with an acetonitrile moiety. The aromatic acetonitrile is exposed to an oxidizing agent under conditions to convert the acetonitrile moiety to a carboxylic acid group to prepare the aromatic carboxylic acid having the heteroatom containing substituent.