Chromopyrrolic acid

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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 … WebJul 3, 2014 · An effective and concise approach to synthesis of tetrasubstituted pyrroles from readily available amino acid esters by the promotion of Cu (OAc)2 in conjunction with Mn (OAc)3 has been developed. This reaction proceeds through multiple dehydrogenations, deamination, and oxidative cyclization.

A New Metabolite of Tryptophan, Chromopyrrolic Acid, …

WebDichlorochromopyrrolate synthase ( EC 1.21.3.9, RebD, dichlorochromopyrrolic acid synthase) is an enzyme with systematic name 2-imino-3- (7-chloroindol-3 … WebMay 13, 2015 · As suggested by our phylogenetic analysis of CPAS genes, identified in our survey of crude eDNA extracts, reductasporine (2) contains an unprecedented TD core structure: a pyrrolinium indolocarbazole core that is … optic shock

Chromotropic Acid - an overview ScienceDirect Topics

WebJan 23, 2006 · StaP 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 ... 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. WebApr 5, 2012 · The indolocarbazole biosynthetic enzymes StaC, InkE, RebC, and AtmC mediate the degree of oxidation of chromopyrrolic acid on route to the natural products staurosporine, K252a, rebeccamycin, and AT2433-A1, respectively. optic shield

Combinatorial biosynthesis of antitumor indolocarbazole compounds - PNAS

Web≥97% Synonym (s): 3- (3-Indolyl)-2-oxopropanoic acid, 3-Indolylpyruvic acid Empirical Formula (Hill Notation): C11H9NO3 CAS Number: 392-12-1 Molecular Weight: 203.19 Beilstein: 172966 EC Number: 206-874-1 … 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 optic sheath meningiomaWebJan 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 optic shoes

"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 … " - Chromopyrrolic acid

Chromopyrrolic acid

Targeted metagenomics: finding rare tryptophan dimer …

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 … WebAug 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.

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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.; … 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).

Webchlorination of chromopyrrolic acid or arcyriaflavin was detected when we fed either of these compounds to a S. albus strain expressing rebH. In contrast, coexpression of rebODH or rebOD-CPH yielded chloro and dichloro versions of chromopyrrolic acid (compounds 7 and 10), A S. albus andA ... 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.

WebMay 20, 2024 · 多环特特拉姆酸大环内酰胺(polycyclic tetramate macrolactams，PTMs)是一类母核结构经PKS-NRPS杂合途径生物合成由特特拉姆酸(tetramic acid)结构和多环体系(常为2～3环)构成的内酰胺类化合物，具备抗肿瘤、抗细菌、抗真菌等生物活性[74].Hou等[75]前期通过培养条件优化的策略 ...

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 …

WebMay 1, 2015 · We provide the first experimental evidence for intermediates being involved in catalysis by RebD in generating the chromopyrrolic acid (CPA) scaffold of … optic shop cwmbranWebChromopyrrolic Acid. Chromopyrrolic acid (55) formation is catalyzed by the chromopyrrolic acid synthase ClaD. From: The Alkaloids: Chemistry and Biology, … portia lynn brooksWebDec 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). portia leather sofaWebCHEBI: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 … optic shop bridgend phone numberWebIndole-3-pyruvic acid can be used: As a precursor for the synthesis of chromopyrrolic acid by a heme-containing enzyme.As a reactant in the Biginelli-like scaffold syntheses. Packaging. 1, 5 g in poly bottle. Linkage. α-Keto analogue … portia light fittingWebJun 29, 2024 · 从链霉菌分离出的咔唑生物碱星孢菌素 (Staurosporine)具有强抗癌作用, 其生物合成的关键步骤是由 P450 StaP 催化底物色素吡咯酸(chromopyrrolic acid, CPA)氧化脱氢, 形成分子内 C—C 键成咔唑环, 经氧化脱羧完成. optic shop bruck an der murWeb暨南大学,数字图书馆. 开馆时间：周一至周日7:00-22:30 周五 7:00-12:00; 我的图书馆 optic shop carmarthen