Einbau von [14C]-Essigsäure in hopfenbitterstoffe

Drawert, F.; Beier, Johannes

doi:10.1016/0031-9422(74)80235-9

Cited by 8 publications

(2 citation statements)

References 10 publications

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“…13-diketones and hydrocarbons) (69) as well as the bitter substances of hops (e.g. lupulone and humulone) (13). The most extensively studied of these is chalcone synthase, the key enzyme in flavonoid biosynthesis which catalyzes the sequential condensation of three acetate units donated by malonyl-CoA with the primer 4-coumaroylCoA.…”

Section: Discussionmentioning

confidence: 99%

β-ketoacyl-ACP synthase I of Escherichia coli: Nucleotide sequence of thefabB gene and identification of the cerulenin binding residue

Kauppinen

Siggaard-Andersen

1988

Carlsberg Res. Commun.

159

124

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Cephalosporium caerulens, polyketideThe fabB gene of E. coli encoding ~-ketoacyl-ACP synthase I has been isolated by complementation and sequenced. The enzyme has been purified and its NH2-terminal residues sequenced. Identification of the active site was accomplished by tagging with 3H-cerulenin and radio sequencing of the region. Comparison of the deduced primary structures of thefabB gene product with the FAS2 gene product of Saccharomyces cerevisiae revealed the probable active site in chalcone synthases of higher plants.

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Section: Discussionmentioning

confidence: 99%

β-ketoacyl-ACP synthase I of Escherichia coli: Nucleotide sequence of thefabB gene and identification of the cerulenin binding residue

Kauppinen

Siggaard-Andersen

1988

Carlsberg Res. Commun.

159

124

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“…Precursors of the moieties comprising bitter acids, and the associated enzymes that have been identified, are listed in Table 1 . Some of the earlier studies ( 58 ) demonstrated that feeding 14 C-labeled acetic acid to cone-bearing hops plants led to isolation of 14 C-labeled humulone, lupulone, and colupulone (Figure 2 , structures 1a, 2a , and 2b , respectively), indicating an acetate precursor. Because acetate can be converted into acetyl-CoA, which can react with carbon dioxide to form malonyl-CoA, a precursor of some aromatic compounds ( 59 ), a role for acetate agrees with later findings ( 60 ) that the 6-carbon ring and acyl side chain at C-2 (Figure 2 , structures 1 and 2 ) are formed through the biosynthesis of an acylphloroglucinol nucleus (Figure 2 , structures 3a to 3c ).…”

Section: Biosynthesis Of Bitter Acids and Prenylated Flavonoidsmentioning

confidence: 86%

Hops (Humulus lupulus L.) Bitter Acids: Modulation of Rumen Fermentation and Potential As an Alternative Growth Promoter

et al. 2017

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Antibiotics can improve ruminant growth and efficiency by altering rumen fermentation via selective inhibition of microorganisms. However, antibiotic use is increasingly restricted due to concerns about the spread of antibiotic-resistance. Plant-based antimicrobials are alternatives to antibiotics in animal production. The hops plant (Humulus lupulus L.) produces a range of bioactive secondary metabolites, including antimicrobial prenylated phloroglucinols, which are commonly called alpha- and beta-acids. These latter compounds can be considered phyto-ionophores, phytochemicals with a similar antimicrobial mechanism of action to ionophore antibiotics (e.g., monensin, lasalocid). Like ionophores, the hop beta-acids inhibit rumen bacteria possessing a classical Gram-positive cell envelope. This selective inhibition causes several effects on rumen fermentation that are beneficial to finishing cattle, such as decreased proteolysis, ammonia production, acetate: propionate ratio, and methane production. This article reviews the effects of hops and hop secondary metabolites on rumen fermentation, including the physiological mechanisms on specific rumen microorganisms, and consequences for the ruminant host and ruminant production. Further, we propose that hop beta-acids are useful model natural products for ruminants because of (1) the ionophore-like mechanism of action and spectrum of activity and (2) the literature available on the plant due to its use in brewing.

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Elucidation of Biosynthetic Pathways by Retrodictive/Predictive Comparison of Isotopomer Patterns Determined by NMR Spectroscopy

Eisenreich

Bacher

2000

Genetic Engineering

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Einbau von [14C]-Essigsäure in hopfenbitterstoffe

Cited by 8 publications

References 10 publications

β-ketoacyl-ACP synthase I of Escherichia coli: Nucleotide sequence of thefabB gene and identification of the cerulenin binding residue

β-ketoacyl-ACP synthase I of Escherichia coli: Nucleotide sequence of thefabB gene and identification of the cerulenin binding residue

Hops (Humulus lupulus L.) Bitter Acids: Modulation of Rumen Fermentation and Potential As an Alternative Growth Promoter

Elucidation of Biosynthetic Pathways by Retrodictive/Predictive Comparison of Isotopomer Patterns Determined by NMR Spectroscopy

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