Production of new antioxidant compound from mycosporine-like amino acid, porphyra-334 by heat treatment

Yoshiki, Masahiro; Tsuge, Keisuke; Tsuruta, Yumi; Yoshimura, Takashi; Koganemaru, Kazuyoshi; Sumi, Toshihisa; Matsui, Toshiro; Matsumoto, Kiyoshi

doi:10.1016/j.foodchem.2008.08.087

Cited by 63 publications

(56 citation statements)

References 29 publications

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“…This is identical to the molecular mass of shinorine [45,46] detected in the second MS (Table S1). The neutral loss of 132 Da suggested the deletion of a pentose (C 5 H 8 O 4 ) from the fragment with m/z 465.…”

Section: Variety Of Maas In Genotype Asupporting

confidence: 77%

“…2H) was also purified and its estimated amount was only 3% of total MAAs. MALDI-TOF MS/MS analysis was performed on the parent molecular ion fragment with m/z 509 and a fragment with m/z 347, which is identical to the molecular mass of porphyra-334 [45,46] that was detected in the second MS (Table S3). The neutral loss of 162 Da suggested the deletion of a hexose (C 6 H 10 O 5 ) from the fragment with m/z 509.…”

Section: Variety Of Maas In Genotype Amentioning

confidence: 99%

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Characterization of the chemical diversity of glycosylated mycosporine-like amino acids in the terrestrial cyanobacterium Nostoc commune

Nazifi

Wada

Asano

et al. 2015

Journal of Photochemistry and Photobiology B: Biology

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Highlights: Glycosylated MAAs have been characterized in two genotypes of Nostoc commune. The A genotype produces β-Ara-porphyra-334 (478 Da) with λ max at 335 nm. The B genotype produces the hybrid MAA (1050 Da) with λ max at 312 nm. 2 AbstractMycosporine-like amino acids (MAAs) are UV-absorbing pigments, and structurally unique glycosylated MAAs are found in the terrestrial cyanobacterium Nostoc commune. In this study, we examined two genotypes of Nostoc commune colonies with different water extract UV-absorption spectra. We found structurally distinct MAAs in each genotype. The water extract from genotype A showed a UV-absorbing spectrum with an absorption maximum at

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Section: Variety Of Maas In Genotype Asupporting

confidence: 77%

Section: Variety Of Maas In Genotype Amentioning

confidence: 99%

Characterization of the chemical diversity of glycosylated mycosporine-like amino acids in the terrestrial cyanobacterium Nostoc commune

Nazifi

Wada

Asano

et al. 2015

Journal of Photochemistry and Photobiology B: Biology

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“…Therefore, we investigated some biological activities related to UV filter requirements including the ethyl derivative 3, which exhibited a higher molar extinction coefficient 21 295 M − 1 .cm −1 . Until now, most mycosporine-like compounds tested for their antioxidant activities are either pure imino-mycosporines or a mixture of several imino-mycosporines [7,[22][23][24][25][26]. Thus, oxo-mycosporines are less reported, and only mycosporine glycine and mycosporine glutaminol glucoside have been tested so far [23,[27][28][29].…”

mentioning

confidence: 99%

Mycosporine-Like Compounds in Chlorolichens: Isolation from Dermatocarpon luridum and Dermatocarpon miniatum, and their Photoprotective Properties

et al. 2015

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!Two mycosporines were isolated for the first time in two chlorolichen species, Dermatocarpon luridum and Dermatocarpon miniatum. Mycosporine glutaminol (1) and mycosporine glutamicol (2) were isolated along with the ethyl ester of mycosporine glutamicol (3), which was formed during the purification process. Aqueous extracts and pure mycosporines were then investigated for their antioxidant activities and photoprotective properties along with their photostability and photocytotoxicity. Semi-purified mycosporine fractions were much more antioxidant than lichen aqueous crude extracts. Compound 3 (IC 50 = 4.00 µg/mL) was found to be as active as quercetin (IC 50 = 6.75 µg/mL), while the two genuine mycosporines 1 and 2 exhibited moderate activity. The three mycosporines were found to be stable until 5J/ m 2 UVA and UVB radiations whereas Trolox, used as a positive control, was degraded up to 10% and 19 %, respectively. Moreover, these mycosporines and semi-purified extracts did not induce any phototoxicity on HaCaT cells exposed to UVA radiations. Key wordsDermatocarpon luridum · Dermatocarpon miniatum · Verrucariaceae · lichen · mycosporine-like amino acids (MAAs) · photoprotectioncrude aqueous extract of D. luridum DL2:semi-purified aqueous extract of D. luridum DM1:crude aqueous extract D. miniatum DM2:semi-purified aqueous extract of D. miniatum MAAs:mycosporine-like amino acids PDA:photodiode array PIF:photo-irritancy factors Supporting information available online at http://www.thieme-connect.de/productsMycosporine-like compounds comprising mycosporines and MAAs have received much attention for their putative role in UV photoprotection as antioxidants and osmoprotectants [1][2][3][4]. Mycosporine-like compounds are small water-soluble molecules composed of cyclohexenone (oxo-mycosporine) or cyclohexenimine (imino-mycosporine) ring structures conjugated to an amino acid or an amino alcohol subunit. They are characterized by a unique strong peak in the wavelength range of 310-365 nm (ε = 28 000-50 000 M −1 · cm −1 ). About 40 mycosporines and derivatives have been described so far, and some of them are substituted with functional groups or are covalently bound to saccharidic units [5][6][7][8]. Such UV-absorbing compounds are distributed in taxonomically diverse organisms of terrestrial, marine, or freshwater origin [9]. More recently, the distribution of mycosporinelike compounds has been reported in cyanolichens (symbiotic organisms resulting from an association between a fungus and a cyanobacterium) [10,11]. Although chlorolichens correspond to 90 % of lichen species, mycosporine-like compounds have not yet been described in chlorolichens in which cyanobacteria are replaced by green algae. Their secondary metabolite profile is generally characterized by a variety of specific phenolic compounds, and most of them have UV absorbing properties [2,12]. A previous phytochemical screening revealed that chlorolichens belonging to the Dermatocarpon genus (Verrucariaceae) did not contain the usual lichen subs...

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“…Nori kaya akan vitamin (Yamada et al 1999, Takenakaet al 2001, mineral dan serat pangan (Yumiko et al 1993) dan juga mengandung iodium (Zava & Zava 2011), asam lemak tidak jenuh rantai panjang, karotenoid (Shimma & Taguchi 1966), mycosporine-like amino acid (Yoshiki et al 2009). …”

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Nori sheet imitation in form edible film With materials of protein myofibrillar tilapia

2015

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AbstrakNori merupakan makanan tradisional Jepang yang terbuat dari alga merah Phorphyra dengan pasar yang sangat besar. Phorphyra memiliki aspek ekofisiologis budidaya yang paling sukses, namun pengembangan hanya di Asia Timur yang beriklim subtropis. Edible film berbasis material polimer protein myofibrillar merupakan inovasi yang dapat dikembangkan untuk mengantisipasi kebutuhan nori dunia, selain karakteristik khas nori dan edible film yang memungkinkan dapat dikembangkan sebagai produk lembaran. Tujuan penelitian adalah mengembangkan formulasi nori imitasi lembaran berkonsepkan edible film berbasis protein myofibrillar ikan nila. Protein myofibrillar ikan nila dengan konsentrasi 28% (b/v), 30% (b/v) dan 32% (b/v) dihomogenisasi dengan 3 mL NaOH 1M (pH 11), gliserol 10% (plasticizer), dan larutan daun suji, dilanjutkan pencetakan, pengeringan dan pengasapan (hot smoking). Konsentrasi yang digunakan memberikan pengaruh terhadap ketebalan, kekerasan/kerenyahan, kadar protein, lemak, abu, air, serat pangan dan kalium, namun tidak memberikan pengaruh terhadap kuat tarik. Nori imitasi lembaran dengan bahan dasar protein myofibrillar ikan nila telah sesuai dengan nori komersial pada konsentrasi 28% (b/v). Kata kunci: Edible film, nila, nori, protein myofibrillar AbstractNori is a traditional japanese food made from sea algae Phorphyra with a very large market demand. Phorphyra have ecophysiological aspects of the cultivation of the most successful, but only on the development of the East Asian subtropical climates. Edible film based polymer material of myofibrillar proteins is innovation can be developedto anticipate of those needs. Typical characteristics of nori and the availability of edible film, making the development of nori sheet imitation is possibly to be conducted. The purpose of the research was to developed formulations imitation nori sheet with the idea myofibrillar protein-based edible film of tilapia. Homogenisation myofibrillar proteins of tilapia concentration of 28% (w/v), 30% (w/v) and 32% (w/v) was performed with 3 ml of 1M NaOH (pH 11), 10% glycerol (plasticizer), and leaves suji solution, continued by casting, drying and hot smoking. Various concentrations were used and significantly gave effect to the thickness, hardness/fracturability or brittleness, content of protein, fat, ash, water, dietary fiber and potassium, but not for the tensile strength of the nori sheet imitation. Nori sheet imitation based on myofibrillar proteins of tilapia that characteristically almost equal with commercial nori is a concentration of 28% (w/v).Keywords: Edible film, myofibrillar protein, nori, tilapia PENDAHULUANNori merupakan makanan tradisional Jepang (sea vegetables) yang terbuat dari alga laut Phorphyra (Bangiales, Rhodophyta), berupa lembaran tipis (sheet) (ukuran 0,2 mm yang tersusun 10-20 lapisan), dipotong halus dengan ukuran seragam-kizaminori atau aonori), dikeringkan (dried nori) atau disertai bumbu atau dipanggang (seasoned and toasted nori-ajitsuke nori atau okazunori

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Production of new antioxidant compound from mycosporine-like amino acid, porphyra-334 by heat treatment

Cited by 63 publications

References 29 publications

Characterization of the chemical diversity of glycosylated mycosporine-like amino acids in the terrestrial cyanobacterium Nostoc commune

Characterization of the chemical diversity of glycosylated mycosporine-like amino acids in the terrestrial cyanobacterium Nostoc commune

Mycosporine-Like Compounds in Chlorolichens: Isolation from Dermatocarpon luridum and Dermatocarpon miniatum, and their Photoprotective Properties

Nori sheet imitation in form edible film With materials of protein myofibrillar tilapia

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