Analyses of Plant UDP-Dependent Glycosyltransferases to Identify Their Volatile Substrates Using Recombinant Proteins

Kamiyoshihara, Yusuke; Tieman, Denise M.; Klee, Harry J.

doi:10.1007/978-1-4939-3115-6_16

Cited by 3 publications

(3 citation statements)

References 13 publications

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“…In addition, the 11 accessions carrying a null mutation in Solyc09g091530 , whose function in methyl salicylate production is unknown, carried the functional NSGT1 haplotype which could explain the low volatile levels in the fruit. It is likely that there are other fruit-specific glycosyltransferases and methyltransferases with activity on methyl salicylate and salicylic acid respectively, downplaying individual effect of the cloned SlSAMT1 and SlUGT5 [ 32 , 33 , 49 ]. Additionally, too few accessions remained after considering the effect of the major two loci ( MES and NSGT1 ) to conclude which was the most likely active or inactive allele at the minor loci.…”

Section: Discussionmentioning

confidence: 99%

Structural variation underlies functional diversity at methyl salicylate loci in tomato

et al. 2023

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Methyl salicylate is an important inter- and intra-plant signaling molecule, but is deemed undesirable by humans when it accumulates to high levels in ripe fruits. Balancing the tradeoff between consumer satisfaction and overall plant health is challenging as the mechanisms regulating volatile levels have not yet been fully elucidated. In this study, we investigated the accumulation of methyl salicylate in ripe fruits of tomatoes that belong to the red-fruited clade. We determine the genetic diversity and the interaction of four known loci controlling methyl salicylate levels in ripe fruits. In addition to Non-Smoky Glucosyl Transferase 1 (NSGT1), we uncovered extensive genome structural variation (SV) at the Methylesterase (MES) locus. This locus contains four tandemly duplicated Methylesterase genes and genome sequence investigations at the locus identified nine distinct haplotypes. Based on gene expression and results from biparental crosses, functional and non-functional haplotypes for MES were identified. The combination of the non-functional MES haplotype 2 and the non-functional NSGT1 haplotype IV or V in a GWAS panel showed high methyl salicylate levels in ripe fruits, particularly in accessions from Ecuador, demonstrating a strong interaction between these two loci and suggesting an ecological advantage. The genetic variation at the other two known loci, Salicylic Acid Methyl Transferase 1 (SAMT1) and tomato UDP Glycosyl Transferase 5 (SlUGT5), did not explain volatile variation in the red-fruited tomato germplasm, suggesting a minor role in methyl salicylate production in red-fruited tomato. Lastly, we found that most heirloom and modern tomato accessions carried a functional MES and a non-functional NSGT1 haplotype, ensuring acceptable levels of methyl salicylate in fruits. Yet, future selection of the functional NSGT1 allele could potentially improve flavor in the modern germplasm.

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Section: Discussionmentioning

confidence: 99%

Structural variation underlies functional diversity at methyl salicylate loci in tomato

et al. 2023

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“…Glycosidically bound volatile substances are produced in horticultural plants through various biochemical reactions in the presence of enzymatic catalysts such as UDPglycosyltransferases that mediate the glycosylation of aglycone acceptors to activated nucleotide sugars [10,12,16]. The releasing of these aglycone volatiles from glycoside extracts revealed that Okinawan pineapples of different cultivars have potent aroma resources which are stored in their fruit tissues.…”

Section: Discussionmentioning

confidence: 99%

“…The glycosidically bound volatile compounds of pineapple were extracted using the solid-phase extraction technique [16]. Briefly, an Oasis ® HLB 3cc Vac cartridge containing 60 mg of sorbent (Waters, Milford, MA, USA) was preconditioned with 10 mL of methanol and 10 mL of Milli-Q water on an extraction manifold (Waters).…”

Section: Glycosides Extraction and Hydrolysismentioning

confidence: 99%

Free and Glycosidically Bound Volatile Compounds in Okinawan Pineapple (Ananas comosus)

et al. 2022

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Fruit plants produce various volatile compounds that emit distinct aroma characteristics and contribute to their flavor qualities. However, some of these substances, especially hydroxyl-group molecules, are in non-volatile glycosylated forms. This study aimed to determine free and glycosidically bound volatile compounds in three Okinawan pineapple cultivars (‘N67-10’, ‘Yugafu’, and ‘Yonekura’). The free volatile components of squashed pineapple juice were analyzed using solid-phase microextraction (SPME)–arrow-gas chromatography–flame ionization detection/mass spectrometry (GC-FID/MS). The glycosides were collected through solid-phase extraction, hydrolyzed by β-glucosidase, and the released volatile compounds were measured. The sugar moieties of the glycosides were confirmed using GC-MS, and their glycoside constituents were analyzed using liquid chromatography (LC)-MS. Okinawan pineapple varied in its content and composition of free volatile components, which were predominantly comprised of esters, followed by alcohols, terpenes, and ketones. Eight hydroxyl-group compounds, including chavicol, eugenol, geraniol, phenylethyl alcohol, benzyl alcohol, 2-ethyl-1-hexanol, 1-hexanol, and 3-methyl-2-butenol, were released from their glycosylated forms via enzymatic hydrolysis, wherein the amounts of most of them were greater in ‘Yonekura’ than in the other cultivars. Moreover, two glycosides, chavicol-O-β-D-glucopyranoside and eugenol-O-β-D-glucopyranoside, were identified in all the cultivars, wherein the aglycones of both glycosides could be potential odor sources of the medicinal-herbal aromas. These results provide important information regarding both volatile-aroma qualities and bounded-aroma resources in Okinawan pineapple for fresh consumption and agroindustrial processing.

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Gas chromatography–mass spectrometry‐based electronic nose, glycosidically bound volatile, and alcohol‐acyltransferase activity profiles of Okinawan pineapple

Asikin,

Kohama,

Kudaka

et al. 2024

Int J of Food Sci Tech

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SummaryA recent increase in the demand for pineapple necessitates the development of new varieties with superior flavour quality. In this study, we characterised the volatile profiles of three new Okinawan pineapple breeding lines using gas chromatography (GC)–mass spectrometry (MS)‐based electronic nose (e‐nose), glycosylated volatiles, and alcohol‐acyltransferase (AAT) activity measurements. The volatile profiles of the fruits were selected using the GC–MS‐e‐nose and visualised using multivariate statistical plots. The glycosidically bound compounds were collected by solid‐phase extraction and hydrolysed by β‐glucosidase. In total, 12 hydroxyl‐group substances, including chavicol (medicinal‐herbal aroma), geraniol (floral‐sweet), and linalool (floral‐citrus), were released from these glycosides. Crude enzymes containing AAT were extracted, and their in vitro activities in 2‐methylbutyl acetate production were highly related to their contents. These results provide information regarding volatile profiles and bounded‐aroma resources, as well as the esterification potential of new Okinawan pineapple breeding lines for use in the agro‐food industry.

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Analyses of Plant UDP-Dependent Glycosyltransferases to Identify Their Volatile Substrates Using Recombinant Proteins

Cited by 3 publications

References 13 publications

Structural variation underlies functional diversity at methyl salicylate loci in tomato

Structural variation underlies functional diversity at methyl salicylate loci in tomato

Free and Glycosidically Bound Volatile Compounds in Okinawan Pineapple (Ananas comosus)

Gas chromatography–mass spectrometry‐based electronic nose, glycosidically bound volatile, and alcohol‐acyltransferase activity profiles of Okinawan pineapple

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