scholarly journals Versatility in acyltransferase activity completes chicoric acid biosynthesis in purple coneflower

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Rao Fu ◽  
Pingyu Zhang ◽  
Ge Jin ◽  
Lianglei Wang ◽  
Shiqian Qi ◽  
...  
Keyword(s):  
Chlorogenic Acid ◽  
Bioactive Compound ◽  
Acyl Donor ◽  
Serine Carboxypeptidase ◽  
Acid Biosynthesis ◽  
Acyltransferase Activity ◽  
Acyl Acceptor ◽  
Chicoric Acid ◽  
Caftaric Acid ◽  
Purple Coneflower

AbstractPurple coneflower (Echinacea purpurea (L.) Moench) is a popular native North American herbal plant. Its major bioactive compound, chicoric acid, is reported to have various potential physiological functions, but little is known about its biosynthesis. Here, taking an activity-guided approach, we identify two cytosolic BAHD acyltransferases that form two intermediates, caftaric acid and chlorogenic acid. Surprisingly, a unique serine carboxypeptidase-like acyltransferase uses chlorogenic acid as its acyl donor and caftaric acid as its acyl acceptor to produce chicoric acid in vacuoles, which has evolved its acyl donor specificity from the better-known 1-O-β-D-glucose esters typical for this specific type of acyltransferase to chlorogenic acid. This unusual pathway seems unique to Echinacea species suggesting convergent evolution of chicoric acid biosynthesis. Using these identified acyltransferases, we have reconstituted chicoric acid biosynthesis in tobacco. Our results emphasize the flexibility of acyltransferases and their roles in the evolution of specialized metabolism in plants.

Caffeoyl Quinic and Tartaric Acids and Flavonoids from Lapsana communis L. subsp. communis (Asteraceae)

1998 ◽  
Vol 53 (11-12) ◽  
pp. 1090-1092 ◽  
Author(s):  
D. Fontanel ◽  
C. Galtier ◽  
C. Viel ◽  
A. Gueiffier
Keyword(s):  
Chlorogenic Acid ◽  
Caffeic Acid ◽  
Hydroxycinnamic Acids ◽  
First Report ◽  
Chicoric Acid ◽  
Caftaric Acid ◽  
Aerial Parts ◽  
Tartaric Acids ◽  
Dicaffeoylquinic Acid

Abstract Six hydroxycinnamic acids : caffeic acid, chlorogenic acid, 3,5-O-dicaffeoylquinic acid 2-O-caffeoyltartaric acid (caftaric acid) and 2,3-O-dicaffeoyltartaric acid (chicoric acid) have been isolated from Lapsana communis L. subsp. communis aerial parts. Among flavonoids, only isoquercitrin, luteolin and luteolin-7-O-β-glucuronide were identified. Except for chlorogenic acid, these com­ pounds represent the first report in Lapsana communis. Chicoric acid is the major phenylpropanoic constituent in this plant.

scholarly journals The Aminolysis Reaction of Streptomyces S9 Aminopeptidase Promotes the Synthesis of Diverse Prolyl Dipeptides

2010 ◽  
Vol 76 (12) ◽  
pp. 4109-4112 ◽  
Author(s):  
Jiro Arima ◽  
Masazumi Morimoto ◽  
Hirokazu Usuki ◽  
Nobuhiro Mori ◽  
Tadashi Hatanaka
Keyword(s):  
Conversion Ratio ◽  
Acyl Donor ◽  
Acyl Acceptor ◽  
Broad Specificity

ABSTRACT Prolyl dipeptide synthesis by S9 aminopeptidase from Streptomyces thermocyaneoviolaceus (S9AP-St) has been demonstrated. In the synthesis, S9AP-St preferentially used l-Pro-OBzl as the acyl donor, yielding synthesized dipeptides having an l-Pro-Xaa structure. In addition, S9AP-St showed broad specificity toward the acyl acceptor. Furthermore, S9AP-St produced cyclo (l-Pro-l-His) with a conversion ratio of substrate to cyclo (l-Pro-l-His) higher than 40%.

scholarly journals Overexpression of IbPAL1 promotes chlorogenic acid biosynthesis in sweetpotato

2020 ◽  
Author(s):  
Yang Yu ◽  
Yingjie Wang ◽  
Yue Yu ◽  
Peiyong Ma ◽  
Zhaodong Jia ◽  
...  
Keyword(s):  
Chlorogenic Acid ◽  
Acid Biosynthesis

scholarly journals A radiochemical assay for glycine N-acyltransferase activity. Some properties of the enzyme in rat and rabbit

1978 ◽  
Vol 172 (2) ◽  
pp. 285-291 ◽  
Author(s):  
M O James ◽  
J R Bend
Keyword(s):  
Subcellular Location ◽  
Acyl Donor ◽  
Rabbit Lung ◽  
Acyltransferase Activity ◽  
Liver And Kidney

We have developed a sensitive radiochemical assay of glycine N-acyltransferase activity, using phenylacetyl-CoA as the acyl donor and glycine as the acceptor. This assay measures formation of the product, phenylacetylglycine, instead of disappearance of the substrate, phenylacetyl-CoA, as did earlier assays. The subcellular location and some properties of the conjugating activity were determined in liver and kidney of the rabbit and the rat. Rabbit lung and intestine were also tested for activity.

Effect of latitude on narrow-leaved purple coneflower (Echinacea angustifolia DC.) yield and phytochemical quality

2020 ◽  
Vol 100 (1) ◽  
pp. 103-112
Author(s):  
Ian R. Willick ◽  
Branka Barl ◽  
Karen K. Tanino
Keyword(s):  
Chlorogenic Acid ◽  
Acid Content ◽  
Western Canada ◽  
Root Yield ◽  
Field Site ◽  
Echinacea Angustifolia ◽  
Phytochemical Content ◽  
Purple Coneflower ◽  
Cash Crops ◽  
Northern Latitudes

The worldwide increase in demand for plant-derived drugs has increased interest in medicinal plants as alternative cash crops across western Canada. The objective of this research was to determine if the Northern Vigor® phenomenon, expressed as a combination of elevated crop yield and phytomedicinal quality in crops grown in northern latitudes, exists in narrow-leaved purple coneflower (Echinacea angustifolia DC.). In a 2-yr study, narrow-leaved purple coneflower was grown in three field sites in Saskatchewan, Canada (SK; Saskatoon, La Ronge, and Outlook) and one field site in Oregon, United States (Madras), to test the effects of latitude on root yield, phenolic, and alkylamide phytochemical markers. Roots harvested in 1999 (all three SK sites) and 2000 (two SK sites) had higher root biomass compared with roots harvested in Oregon. Root echinacoside and cynarin content were significantly higher in both years in the three Saskatchewan sites compared with Madras, whereas root chlorogenic acid content and total alkylamides were significantly higher in all three Saskatchewan sites in 1999. In 2000, root chlorogenic acid content and total alkylamides were higher in two of the three Saskatchewan sites compared with Madras. While Aster Yellows were prevalent in Echinacea in Saskatchewan, this disease did not significantly decrease root yield phenolic or phytochemical content. These data suggest that Saskatchewan has a competitive advantage in producing premium-quality narrow-leaved purple coneflower root in North America.

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