A highly specific glucosyltransferase is involved in the synthesis of crocetin glucosylesters in Crocus sativus cultured cells

Cormier, François; Dufresne, Christine; Willemot, C.

doi:10.1078/0176-1617-00305

Cited by 21 publications

(10 citation statements)

References 18 publications

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“…The study of the glycosylation grade of the crocetin esters could be of interest in determining how the processing temperature may affect the concentration of the most important crocetin esters. Currently, it is accepted that the compounds grouped in this family are generated through the T‐4GG20–22 by cleavage to obtain smaller crocetin esters by further glycosilation for bigger molecules. Nevertheless, research results presented in recent papers have generated several doubts about the veracity of this hypothesis 18, 23.…”

Section: Resultsmentioning

confidence: 99%

Effects of mild temperature conditions during dehydration procedures on saffron quality parameters

et al. 2010

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Section: Resultsmentioning

confidence: 99%

Effects of mild temperature conditions during dehydration procedures on saffron quality parameters

et al. 2010

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“…The reversibility of plant UGT reactions has been poorly explored, with only few examples being reported for wild-type enzymes only [19][20][21]24,25], e.g. a 3-O-glucosyltransferase from parsley cell cultures was able to transfer glucose from quercetin and kaempferol 3-O-glucoside to UDP enabling the formation of UDP-glucose [20].…”

Section: Effects Of Mutations On the Reverse Reaction And Deglycosylamentioning

confidence: 99%

Single amino acid mutations of Medicago glycosyltransferase UGT85H2 enhance activity and impart reversibility

et al. 2009

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a b s t r a c tThe glycosyltransferase UGT85H2 from Medicago truncatula catalyzes glucosylation of the (iso)flavonoids kaempferol and biochanin A. Structure-based mutagenesis of UGT85H2 was carried out to explore the roles of amino acids involved in substrate binding. Substitution of Ile305 by threonine increased catalytic efficiency 37-or 19-fold with kaempferol or biochanin A as acceptor, respectively. A point mutation V200E also dramatically improved the turnover rate and catalytic efficiency by 15-fold for kaempferol and 54-fold for biochanin A. More interestingly, this single mutation (V200E) conferred reversibility in the glycosyltransfer reaction, indicating that Glu200 is a key determinant for the deglycosylation function.

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“…Crocetin dialdehyde is further transformed to crocetin by the action of aldehyde dehydrogenase (ALDH) enzymes (Demurtas et al, 2018; Gómez-Gómez et al, 2018, 2017). Next, crocetin serves as substrate of glucosyltransferase (UGT) activities that catalyze the production of crocins through transfer of glucose to both ends of the molecule (Côté et al, 2001; Demurtas et al, 2018; Moraga et al, 2004; Nagatoshi et al, 2012). The HTCC molecule is also recognized by UGTs, resulting in production of picrocrocin (Fig.…”

Section: Introductionmentioning

confidence: 99%

Efficient production of saffron crocins and picrocrocin inNicotiana benthamianausing a virus-driven system

Martí¹,

Diretto²,

Aragonés³

et al. 2019

Preprint

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22Crocins and picrocrocin are glycosylated apocarotenoids responsible, respectively, 23 for the color and the unique taste of the saffron spice, known as red gold due to its 24 high price. Several studies have also shown the health-promoting properties of these 25 compounds. However, their high costs hamper the wide use of these metabolites in 26 the pharmaceutical sector. We have developed a virus-driven system to produce 27 remarkable amounts of crocins and picrocrocin in adult Nicotiana benthamiana 28 plants in only two weeks. The system consists of viral clones derived from tobacco 29 etch potyvirus that express specific carotenoid cleavage dioxygenase (CCD) enzymes 30 from Crocus sativus and Buddleja davidii. Metabolic analyses of infected tissues 31 demonstrated that the sole virus-driven expression of C. sativus CsCCD2L or B. 32 davidii BdCCD4.1 resulted in the production of crocins, picrocrocin and safranal. 33 2 Using the recombinant virus that expressed CsCCD2L, accumulations of 0.2% of 34 crocins and 0.8% of picrocrocin in leaf dry weight were reached in only two weeks. 35 In an attempt to improve apocarotenoid content in N. benthamiana, co-expression 36 of CsCCD2L with other carotenogenic enzymes, such as Pantoea ananatis phytoene 37 synthase (PaCrtB) and saffron -carotene hydroxylase 2 (BCH2), was performed 38 using the same viral system. This combinatorial approach led to an additional crocin 39 increase up to 0.35% in leaves in which CsCCD2L and PaCrtB were co-expressed. 40 Considering that saffron apocarotenoids are costly harvested from flower stigma 41 once a year, and that Buddleja spp. flowers accumulate lower amounts, this system 42 may be an attractive alternative for the sustainable production of these appreciated 43 metabolites. 44 45

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A highly specific glucosyltransferase is involved in the synthesis of crocetin glucosylesters in Crocus sativus cultured cells

Cited by 21 publications

References 18 publications

Effects of mild temperature conditions during dehydration procedures on saffron quality parameters

Effects of mild temperature conditions during dehydration procedures on saffron quality parameters

Single amino acid mutations of Medicago glycosyltransferase UGT85H2 enhance activity and impart reversibility

Efficient production of saffron crocins and picrocrocin inNicotiana benthamianausing a virus-driven system

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