Identification and characterization of a novel kaempferol sulfotransferase from Arabidopsis thaliana

Hashiguchi, Takuyu; Sakakibara, Yoichi; Hara, Yosuke; Shimohira, Takehiko; Kurogi, Katsuhisa; Akashi, Ryo; Liu, Ming‐Cheh; Suiko, Masahito

doi:10.1016/j.bbrc.2013.04.022

Cited by 24 publications

(23 citation statements)

References 20 publications

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“…Similar to the desulfo-glucosinolate SOTs, only in vitro substrate specificities are known for other SOTs. While AtSOT5, AtSOT8, and AtSOT13 transfer sulfate to flavonoids, AtSOT10 modifies the plant hormones, brassinosteroids (84,85). In contrast to these SOTs with relatively narrow specificity, the AtSOT12 accepts a variety of substrates for the synthesis of (207).…”

Section: Arabidopsis and The Human Sulfotransferase Repertoirementioning

confidence: 99%

Sulfation pathways from red to green

Günal

Hardman

Kopriva

et al. 2019

Journal of Biological Chemistry

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Edited by Joseph M. JezSulfur is present in the amino acids cysteine and methionine and in a large range of essential coenzymes and cofactors and is therefore essential for all organisms. It is also a constituent of sulfate esters in proteins, carbohydrates, and numerous cellular metabolites. The sulfation and desulfation reactions modifying a variety of different substrates are commonly known as sulfation pathways. Although relatively little is known about the function of most sulfated metabolites, the synthesis of activated sulfate used in sulfation pathways is essential in both animal and plant kingdoms. In humans, mutations in the genes encoding the sulfation pathway enzymes underlie a number of developmental aberrations, and in flies and worms, their loss-of-function is fatal. In plants, a lower capacity for synthesizing activated sulfate for sulfation reactions results in dwarfism, and a complete loss of activated sulfate synthesis is also lethal. Here, we review the similarities and differences in sulfation pathways and associated processes in animals and plants, and we point out how they diverge from bacteria and yeast. We highlight the open questions concerning localization, regulation, and importance of sulfation pathways in both kingdoms and the ways in which findings from these "red" and "green" experimental systems may help reciprocally address questions specific to each of the systems.Sulfur (S) is an essential nutrient for all life forms. It is present in a plethora of metabolites of primary and secondary metabolism, most prominently in the amino acids cysteine and methionine, and cofactors such as iron-sulfur clusters, lipoic acid, and CoA. In the majority of these metabolites, sulfur is present in its reduced form of organic thiols; however, some compounds contain S in its oxidized form of sulfate (1, 2). Sulfate is transferred to suitable substrates onto hydroxyl or amino groups by sulfotransferases (3,4). These biological sulfation reactions as well as desulfation catalyzed by sulfatases are often denoted as sulfation pathways (Fig. 1) (5, 6).The activated sulfate for the sulfation pathways, 3Ј-phosphoadenosine 5-phosphosulfate (PAPS), 3 is formed from sulfate by two ATP-dependent steps: adenylation, i.e. the transfer of the AMP moiety of ATP to sulfate to form adenosine 5Ј-phosphosulfate (APS) by ATP sulfurylase (ATPS), and the phosphorylation of APS at its 3Ј-OH group by APS kinase. The two enzymes are either fused into a single enzyme PAPS synthase (PAPSS) in the animal kingdom or occur as independent proteins in the green lineage (7). The by-product of PAPS-dependent sulfation reactions, 3Ј-phosphoadenosine 5-phosphate (PAP), is finally dephosphorylated to AMP by 3Ј-nucleotidases. This reaction to remove PAP is important beyond the sulfation pathways, as PAP accumulation has many additional physiological effects (8,9). Sulfate activation to APS or PAPS is a prerequisite not only for sulfation pathways but also for primary sulfate assimilation in plants, algae, bacteria, and fungi (2). Parti...

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Section: Arabidopsis and The Human Sulfotransferase Repertoirementioning

confidence: 99%

Sulfation pathways from red to green

Günal

Hardman

Kopriva

et al. 2019

Journal of Biological Chemistry

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“…Such examples were 69% (At_EMT24568.1), 67% (Zm_NP_001146492.1), 47% (Pd_XP_008777580.1) and so on ( Figure 1S in the Online Supplementary Appendix). Genes encoding members of the SOTs family have been recently reported in a number of plants, including Oryza sativa L., [16] Arabidopsis thaliana, [34] Brassica rapa, [35,36] Brassica napus L., [18,27] Flaveria chloraefolia [22] and Turnera krapovickasii. [37] Comparison of OsSOT9 with several similar proteins from rice and other plant species revealed that sulphotransferase domain is highly conserved in these proteins, which suggested that they have the same functions, associated with response to stress.…”

Section: Phylogenetic Analysis Of Ossot9mentioning

confidence: 99%

Identification and characterization of a novel abiotic stress responsive sulphotransferase gene (OsSOT9) from rice

Cao

Liao

Rong

et al. 2016

Biotechnology & Biotechnological Equipment

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Abiotic stresses may seriously affect plant growth and development. In order to explore new stress tolerance genes in rice (Oryza sativa L.), expression profiles were obtained for leaf and panicle tissues. They were taken at seedling, booting, heading and flowering stages of indica cultivar Pei'ai 64S plants under cold, drought and heat stresses by using the GeneChip Rice Genome Array (Affymetrix), which includes 51,279 transcripts from japonica and indica rice. O. sativa L. cytosolic sulphotransferase-like gene (OsSOT9) was highly induced in leafs and panicles during different developmental stages, in response to all stresses, especially at booting stage under cold stress. The quantitative real-time polymerase chain reaction analysis showed that this result was almost consensus with GeneChip Rice Genome Array. cDNA of OsSOT9 was cloned to study its function in stress tolerance through reverse transcription PCR. Sequence analysis showed that the cDNA encoded a protein with molecular weight of about 37.78 kDa and pl of about 6.6, which was composed of 343 amino acid residues. Bioinformatics data showed that the protein contained a conservative domain of the sulphotransferase (SOT) family gene. OsSOT9 was found to be closely related to the cytosolic sulphotransferase after comparison of the protein sequences. Analysis of the putative promoter region found 12 kinds of cis-elements related to stress response. On the basis of the above analyses, we suggested that OsSOT9 is a novel candidate gene involved in stress tolerance in rice.

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“…For the A. thaliana genome, the At1g13420 (AGI code) gene was named AtSULT202B7 according to a previously reported nomenclature system (15,16). The deduced amino acid sequence of AtSULT202B7 was aligned with AtSULT202B1, a flavonol-7 sulfotransferase (17), and AtSULT202B5, an uncharacterized sulfotransferase, using the Clustal W program.…”

Section: Cloning Of Atsult202b7mentioning

confidence: 99%

Identification of a novel flavonoid glycoside sulfotransferase in Arabidopsis thaliana

Hashiguchi

Sakakibara

Shimohira

et al. 2013

Journal of Biochemistry

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The discovery of sulfated flavonoids in plants suggests that sulfation may play a regulatory role in the physiological functions of flavonoids. Sulfation of flavonoids is mediated by cytosolic sulfotransferases (SULTs), which utilize 3 0 -phosphoadenosine 5 0 -phosphosulfate (PAPS) as the sulfate donor. A novel SULT from Arabidopsis thaliana, designated AtSULT202B7 (AGI code: At1g13420), was cloned and expressed in Escherichia coli. Using various compounds as potential substrates, we demonstrated, for the first time, that AtSULT202B7 displayed sulfating activity specific for flavonoids. Intriguingly, the recombinant enzyme preferred flavonoid glycosides (e.g. kaempferol-3-glucoside and quercetin-3-glucoside) rather than their aglycone counterparts. Among a series of hydroxyflavones tested, AtSULT202B7 showed the enzymatic activity only for 7-hydroxyflavone. pH-dependency study showed that the optimum pH was relatively low (pH 5.5) compared with those (pH 6.0 8.5) previously reported for other isoforms. Based on the comparison of high performance (pressure) liquid chromatography (HPLC) retention times between sulfated kaempferol and the deglycosylated product of sulfated kaempferol-3-glucoside, the sulfation site in sulfated kaempferol-3-glucoside appeared to be the hydroxyl group of the flavonoid skeleton. In addition, by using direct infusion mass spectrometry, it was found that the sulfated product had one sulfonate group within the molecule. These results indicated that AtSULT202B7 functions as a flavonoid glycoside 7-sulfotransferase.Keywords: Arabidopsis thaliana/AtSULT202B7/ flavonoid glycoside/sulfation/sulfotransferase.Abbreviations: HPLC, high performance (pressure) liquid chromatography; IPTG, isopropyl b-D-thiogalactopyranoside; PAP, 3 0 -phosphoadenosine 5 0 -phosphate; PAPS, 3 0 -phosphoadenosine 5 0 -phosphosulfate; PCR, polymerase chain reaction; TLC, thin-layer chromatography; SDS PAGE, sodium dodecyl sulphate polyacrylamide gel electrophoresis; SULT, cytosolic sulfotransferase.Flavonoids are a group of secondary metabolites distributed in a wide range of plant species. They share a common phenyl benzopyrone structure and are divided into major subclasses (e.g. flavanone, flavonol, flavone, isoflavone and anthocyanidin) based on the numbers and positions of the hydroxyl group and the C-ring structure. Flavonoids have been implicated in a variety of physiological functions, e.g. provision of colors attractive to pollinators (1); protection of the plant body from external stress such as fungal infection and UV irradiation (2); communication with the symbiont Rhizobia (3); and influence in the transport of the plant hormone, auxin (4). To date, nearly 9000 structural variants of flavonoids have been reported (5). In different plants, flavonoids occur as glycosides (e.g. glucoside, galactoside, rhamnoside and arabinoside), which, except for flavanols such as catechins and proanthocyanidins, are generated upon glycosylation by uridine-diphosphate glucose glycosyltransferases (6). Glycosylation increas...

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Identification and characterization of a novel kaempferol sulfotransferase from Arabidopsis thaliana

Cited by 24 publications

References 20 publications

Sulfation pathways from red to green

Sulfation pathways from red to green

Identification and characterization of a novel abiotic stress responsive sulphotransferase gene (OsSOT9) from rice

Identification of a novel flavonoid glycoside sulfotransferase in Arabidopsis thaliana

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