Chromopyrrolic acid

WebTwo complementary concise total syntheses of lycogarubin C ( 1) and lycogalic acid ( 2, aka chromopyrrolic acid) are detailed utilizing a 1,2,4,5-tetrazine → 1,2-diazine → pyrrole Diels−Alder strategy and enlisting acetylenic dienophiles. Supporting Information Full experimental details and compound characterizations. WebMolecules 2024, 25, 256 8 of 16 Gene expression elucidated that 3 is solely required by the tetrameric hemoprotein StaD or RebD for the production of the chromopyrrolic acid 4 in staurosporine or rebeccamycin biosynthesis [45,49], contrary to the previous reports that both 2 and 3 are the precursors for the coupling reaction to yield 4 [38,45].

细胞色素P450结构与催化机理_王斌.pdf - 原创力文档

WebJul 10, 2007 · Staurosporine isolated from Streptomyces sp. TP-A0274 is a member of the family of indolocarbazole alkaloids that exhibit strong antitumor activity. A key step in … WebAug 18, 2007 · The biosynthesis of rebeccamycin, an antitumor compound, involves the remarkable eight-electron oxidation of chlorinated chromopyrrolic acid. Although one rebeccamycin biosynthetic enzyme is capable of generating low levels of the eight-electron oxidation product on its own, a second protein, RebC, is required to accelerate product … income the irs can\u0027t touch https://thesimplenecklace.com

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WebJan 23, 2006 · Chromopyrrolic acid is indicated by filled arrow head, and indole-3-pyruvic acid is indicated by blank arrow heads. Presumably, because of the coexistence of keto … WebDichlorochromopyrrolate synthase ( EC 1.21.3.9, RebD, dichlorochromopyrrolic acid synthase) is an enzyme with systematic name 2-imino-3- (7-chloroindol-3-yl)propanoate ammonia-lyase (dichlorochromopyrrolate-forming). [1] [2] This enzyme catalyses the following chemical reaction 4 2-imino-3- (7-chloroindol-3-yl)propanoate + O 2 WebMay 20, 2009 · Chromopyrrolic acid (CPA) oxidation by cytochrome P450 StaP is a key process in the biosynthesis of antitumor drugs (Onaka, H.; Taniguchi, S.; Igarashi, Y.; … incheon airport phases investment

Direct formation of chromopyrrolic acid from indole-3 …

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Chromopyrrolic acid

Chromopyrrolic acid C22H15N3O4 - PubChem

WebJun 12, 2014 · The chemical structure was determined to be 3,4.di.(3-indolyl)-pyrrole 2,5-dicarboxylic acid on the bases of 1 H- and 13 C-NMR spectra, and MS data. This compound was named chromopyrrolic acid, and was also detected in the various metabolites produced by the parent strain, although the amount produced was somewhat smaller. WebChromopyrrolic acid is a pyrroledicarboxylic acid that is pyrrole-2,5-dicarboxylic acid in which the hydrogens at positions 3 and 4 have been replaced by indol-3-yl groups. It has a role as a bacterial …

Chromopyrrolic acid

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WebApr 1, 2009 · The ‘open’ chromopyrrolic acid intermediate must be now converted into a ‘closed’ indolocarbazole aglycone either containing an imide (rebeccamycin-like as in arcyriaflavin A) or an amide (staurosporine-like as in K252c) function at the pyrrole moiety. WebSep 25, 2007 · The biosynthesis of rebeccamycin, an antitumor compound, involves the remarkable eight-electron oxidation of chlorinated chromopyrrolic acid. Although one rebeccamycin biosynthetic enzyme is capable of generating low levels of the eight-electron oxidation product on its own, a second protein, RebC, is required to accelerate product …

WebJan 11, 2005 · The results suggest that indolocarbazole is constructed by oxidative decarboxylation of chromopyrrolic acid generated from two molecules of tryptophan by coupling and that the oxidation state at the C-7 position depends on the additional enzyme(s) encoded by the biosynthetic genes. Expand WebJan 1, 2014 · Although most P450s catalyze monooxygenation reactions, there are some exceptions. One example is P450 StaP, which is a key enzyme for forming the core structure of an anticancer agent, indolocarbazole, which catalyzes the intramolecular C–C bond formation in chromopyrrolic acid (CPA).

WebJan 1, 2006 · Chromopyrrolic acid is oxidized by six electrons compared to the starting pair of L-tryptophan molecules. RebO is an L-tryptophan oxidase flavoprotein and RebD …

WebHere, we have coupled a chemical-biogeographic survey of chromopyrrolic acid synthase (CPAS) gene diversity with targeted eDNA library …

Webtion of tryptophan to the imine form of indole-3-pyruvic acid (IPA imine), and StaD then catalyzes the coupling of two molecules of IPA imine to yield chromopyrrolic acid (CPA). Finally, the key skeleton structure referred to as the indolocar-bazole core is constructed through the following two oxidation steps by StaP and StaC (2, 4) (Fig. 1B). incheon airport percentage rentWebDec 29, 2004 · The following compounds were purified from S. albus harboring the plasmids mentioned in brackets: chromopyrrolic acid 1 (pCS014), K-252c or staurosporine aglycone 3 (pCS039), 11-chlorochromopyrrolic acid 7 (pCS018), 1-chloroarcyriaflavin 9 (pCS020), 9-chlorochromopyrrolic acid 21 (pCS049) and 3-chloroarcyriaflavin 23 (pCS037). incheon airport prepaid sim cardWebAug 5, 2024 · Indolocarbazoles are biosynthesized through the successive modification of chromopyrrolic acid, a dimer of tryptophan. Furthermore, they are closely related to other groups of tryptophan derived natural products, most significantly the indolotryptolines. income that impacts social securityWebCHEBI:41625 - chromopyrrolic acid. A pyrroledicarboxylic acid that is pyrrole-2,5-dicarboxylic acid in which the hydrogens at positions 3 and 4 have been replaced … income thedirtbagbabyWebStaP on its own converts chromopyrrolic acid into three aglycone products, K252c, arcyriaflavin A, and 7-hydroxy-K252c; in the presence of StaC, K252c is the predominant … income the irs can\\u0027t touchWebMay 1, 2015 · We provide the first experimental evidence for intermediates being involved in catalysis by RebD in generating the chromopyrrolic acid (CPA) scaffold of … incheon airport priority pass loungeWebStaP on its own converts chromopyrrolic acid into three aglycone products, K252c, arcyriaflavin A, and 7-hydroxy-K252c; in the presence of StaC, K252c is the predominant product, while the presence of RebC directs formation of arcyriaflavin A. 18 O-Labeling studies indicate that the oxygen(s) of the pyrrolinone and maleimide functionalities of ... income the stylist