Identification of a cDNA Encoding Malonyl-Coenzyme A: Anthocyanidin 3-O-Glucoside 6"-O-Malonyltransferase from Cineraria(Senecio cruentus) Flowers.

Suzuki, Hirokazu; Sawada, Shin'ya; Yonekura‐Sakakibara, Keiko; Nakayama, Tôru; Yamaguchi, Masa‐atsu; Nishino, Tokuzo

doi:10.5511/plantbiotechnology.20.229

Cited by 20 publications

(6 citation statements)

References 11 publications

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“…As such, it has similar activity to a number of previously characterized BAHD enzymes with anthocyanin-3-O-glucoside-699-O-acyltransferase activity. These include the aromatic acyltransferases Perilla frutescens HYDROXYCINNAMOYL COENZYME A:ANTHOCYANIN 3-O-GLUCOSIDE-699-O-ACYLTRANSFERASE as well as At3AT1 and At3AT2 and the aliphatic acyltransferases D. variabilis MALONYL COENZYME A:ANTHOCYANIN 3-O-GLUCOSIDE-699-O-MALONYLTRANSFERASE, Sc3MaT (from Senecio cruentus), and MALONYL COENZYME A:ANTHOCYANIN 3-O-GLUCOSIDE-699-O-MALO-NYLTRANSFERASE1 (from D. morifolium; YonekuraSakakibara et al, 2000; Suzuki et al, 2002Suzuki et al, , 2003Suzuki et al, , 2004aLuo et al, 2007). Yet, Vv3AT is set apart from these enzymes by its ability to utilize both aliphatic and aromatic acyl donor substrates with similar specificities, a novel activity for this enzyme family.…”

Section: Vv3at Functions As a Bahd Acyltransferase That Can Use Bothmentioning

confidence: 99%

A grapevine anthocyanin acyltransferase, transcriptionally regulated by VvMYBA, can produce most acylated anthocyanins present in grape skins

et al. 2015

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Anthocyanins are flavonoid compounds responsible for red/purple colors in the leaves, fruit, and flowers of many plant species. They are produced through a multistep pathway that is controlled by MYB transcription factors. VvMYBA1 and VvMYBA2 activate anthocyanin biosynthesis in grapevine (Vitis vinifera) and are nonfunctional in white grapevine cultivars. In this study, transgenic grapevines with altered VvMYBA gene expression were developed, and transcript analysis was carried out on berries using a microarray technique. The results showed that VvMYBA is a positive regulator of the later stages of anthocyanin synthesis, modification, and transport in cv Shiraz. show that Vv3AT has a broad anthocyanin substrate specificity and can also utilize both aliphatic and aromatic acyl donors, a novel activity for this enzyme family found in nature. In cv Pinot Noir, a red-berried grapevine mutant lacking acylated anthocyanins, Vv3AT contains a nonsense mutation encoding a truncated protein that lacks two motifs required for BAHD protein activity. Promoter activation assays confirm that Vv3AT transcription is activated by VvMYBA1, which adds to the current understanding of the regulation of the BAHD gene family. The flexibility of Vv3AT to use both classes of acyl donors will be useful in the engineering of anthocyanins in planta or in vitro.

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Section: Vv3at Functions As a Bahd Acyltransferase That Can Use Bothmentioning

confidence: 99%

A grapevine anthocyanin acyltransferase, transcriptionally regulated by VvMYBA, can produce most acylated anthocyanins present in grape skins

et al. 2015

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“…The enzyme has an activity range between a pH of 5.5 and 10 with a pH between 6.6 and 8.0 being maximal. Although not explicitly tested here, other anthocyanin malonyltransferases are inhibited by the presence of Cd 2+ , Cu 2+ , Fe 2+ , Hg 2+ , Mg 2+ , and Zn 2+ [ 7 , 21 , 22 ]. Future studies should investigate the effect of these cations on Aat1 enzyme function.…”

Section: Resultsmentioning

confidence: 99%

Functional Characterization of an Anthocyanin Dimalonyltransferase in Maize

Paulsmeyer

Juvik

2021

Molecules

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Anthocyanins are pigments with appealing hues that are currently being used as sources of natural colorants. The interaction of acylation on the stability of anthocyanin molecules has long been known. Maize is an abundant source of malonylglucoside and dimalonylglucoside anthocyanins. The enzyme Aat1 is an anthocyanin acyltransferase known to synthesize the majority of acylated anthocyanins in maize. In this paper, we characterize the substrate specificity and reaction kinetics of Aat1. It was found that Aat1 has anthocyanin 3-O-glucoside dimalonyltransferase activity and is only the second enzyme of this type characterized to this date. Our results indicate that Aat1 can utilize malonyl-CoA; succinyl-CoA and every anthocyanin 3-O-glucoside tested. Results of this study provide insight into the structure–function relations of dimalonyltransferases and give a unique insight into the activity of monocot anthocyanin acyltransferases.

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“…Cineraria is an important potted ornamental plant, and its blue flowers contain 3′,7-polyacylated delphinidin-type anthocyanins, which has not been reported in any other plants. The main anthocyanin in the blue colour of the ray florets was cinerarin, which contained one glucosyl and one caffeoyl at the 3′ position, two glucosyls and two caffeoyls at the 7-position ( Goto et al, 1984 ; Suzuki et al, 2003 ), suggesting the important role of polyacylation in blue flower formation.…”

Section: Discussionmentioning

confidence: 99%

“…The products of the BAHD family are mainly monoacylated anthocyanins ( Bontpart et al, 2015 ). Suzuki et al (2003) identified a BAHD-type AAT acyltransferase Sc3MaT in blue cineraria. The analysis of enzymatic properties showed that it specifically used malonyl-CoA as the donor and anthocyanin 3- O -glucoside as the acceptor to synthesize anthocyanin 3- O -glucose-6′′-malonyl (Anthocyanin-3GMal).…”

Section: Discussionmentioning

confidence: 99%

“…Cineraria ( Senecio cruentus ), which is an important potted flower in Compositae, is widely used in landscapes and has high ornamental and economic value. As the major pigment component in cineraria, Dp3MalG-7d(CafG)-3′CafG (cinerarin) has 3′ and 7-position polyacylation simultaneously ( Suzuki et al, 2003 ; Sun et al, 2010 ; Sasaki and Nakayama, 2015 ). The 3′ and 7-position polyacylation of cinerarin is key for the bright blue coloration of cineraria.…”

Section: Introductionmentioning

confidence: 99%

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Isolation and Functional Analysis of Genes Involved in Polyacylated Anthocyanin Biosynthesis in Blue Senecio cruentus

Cui

et al. 2021

Front. Plant Sci.

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Polyacylated anthocyanins with multiple glycosyl and aromatic acyl groups tend to make flowers display bright and stable blue colours. However, there are few studies on the isolation and functional characterization of genes involved in the polyacylated anthocyanin biosynthesis mechanism, which limits the molecular breeding of truly blue flowers. Senecio cruentus is an important potted ornamental plant, and its blue flowers contain 3′,7-polyacylated delphinidin-type anthocyanins that are not reported in any other plants, suggesting that it harbours abundant gene resources for the molecular breeding of blue flowers. In this study, using high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) analysis of blue, carmine and white colours of cineraria cultivars “Venezia” (named VeB, VeC, and VeW, respectively), we found that 3′,7-polyacylated anthocyanin, cinerarin, was the main pigment component that determined the blue colour of ray florets of cineraria. Based on the transcriptome sequencing and differential gene expression (DEG) analysis combined with RT- and qRT-PCR, we found two genes encoding uridine diphosphate glycosyltransferase, named ScUGT1 and ScUGT4; two genes encoding acyl-glucoside-dependent glucosyltransferases which belong to glycoside hydrolase family 1 (GH1), named ScAGGT11 and ScAGGT12; one gene encoding serine carboxypeptidase-like acyltransferase ScSCPL2; and two MYB transcriptional factor genes ScMYB2 and ScMYB4, that were specifically highly expressed in the ray florets of VeB, which indicated that these genes may be involved in cinerarin biosynthesis. The function of ScSCPL2 was analysed by virus-induced gene silencing (VIGS) in cineraria leaves combined with HPLC-MS/MS. ScSCPL2 mainly participated in the 3′ and 7-position acylation of cinerarin. These results will provide new insight into the molecular basis of the polyacylated anthocyanin biosynthesis mechanism in higher plants and are of great significance for blue flower molecular breeding of ornamental plants.

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Identification of a cDNA Encoding Malonyl-Coenzyme A: Anthocyanidin 3-O-Glucoside 6"-O-Malonyltransferase from Cineraria(Senecio cruentus) Flowers.

Cited by 20 publications

References 11 publications

A grapevine anthocyanin acyltransferase, transcriptionally regulated by VvMYBA, can produce most acylated anthocyanins present in grape skins

A grapevine anthocyanin acyltransferase, transcriptionally regulated by VvMYBA, can produce most acylated anthocyanins present in grape skins

Functional Characterization of an Anthocyanin Dimalonyltransferase in Maize

Isolation and Functional Analysis of Genes Involved in Polyacylated Anthocyanin Biosynthesis in Blue Senecio cruentus

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