Advanced search
Publication Cover
Bioscience, Biotechnology, and Biochemistry Volume 66, 2002 - Issue 7
Journal homepage
192
Views
15
CrossRef citations to date
0
Altmetric
Original Articles

2-[3-(2-Thioxopyrrolidin-3-ylidene)methyl]-tryptophan, a Novel Yellow Pigment in Salted Radish Roots

Hiroki MATSUOKADepartment of Health and Nutrition, Takasaki University of Health and Welfare Nakaorui-cho, Takasaki 370-0033, Japan
,
Asaka TAKAHASHIDepartment of Food Hygiene, Nagano Prefectural College Miwa, Nagano 380-8525, Japan
,
Yoshio OZAWADepartment of Health and Nutrition, Takasaki University of Health and Welfare Nakaorui-cho, Takasaki 370-0033, Japan
,
Yoichi YAMADAFaculty of Education, Utsunomiya University Utsunomiya 321-8505, Japan
,
Yasushi UDADepartment of Bioproductive Sciences, Utsunomiya University Utsunomiya 321-8505, Japan
&
Shunro KAWAKISHIDepartment of Food and Nutrition, Sugiyama Jogakuen University Nagoya 464-8662, Japan
Pages 1450-1454 | Received 14 Nov 2001, Accepted 19 Mar 2002, Published online: 22 May 2014

  • 1) Ozawa, Y., Uda, Y., Ohshima, T., Saito, K., and Maeda, Y., Formation of yellow pigment by the reaction of 4-methylthio-3-butenyl isothiocyanate with L-ascorbic acid and some dihydroxyphenolic compounds. Agric. Biol. Chem., 54, 605-611 (1990).
  • 2) Uda, Y., Ozawa, Y., Ohshima, T., and Kawakishi, S., Identification of enolated 2-thioxo-3-pyrrolidinecarbardehyde, a new degradation product of 4-methylthio-3-butenyl isothiocyanate. Agric. Biol. Chem., 54, 613-617 (1990).
  • 3) Ozawa, Y., Kawakishi, S., Uda, Y., and Maeda, Y., Isolation and identification of a novel β-carboline derivative in salted radish roots, Raphanus sativus L. Agric. Biol. Chem., 54, 1241-1245 (1990).
  • 4) Ozawa, Y., Uda, Y., and Kawakishi, S., Generation of a β-carboline derivative, the yellowish precursor of processed radish roots, from 4-methylthio-3-butenyl isothiocyanate and L-tryptophan. Agric. Biol. Chem., 54, 1849-1851 (1990).
  • 5) Ozawa, Y., Uda, Y., and Kawakishi, S., Formation of yellow pigment containing a β-carboline skeleton in salted radish roots and its properties. Nippon Shokuhin Kogyo Gakkaishi (in Japanese), 39, 490-495 (1992).
  • 6) Yan, X. J., Suzuki, M., Ohnishi-Kameyama, M., Sada, Y., Nakanishi, T., and Nagata, T., Extraction and identification of antioxidants in the roots of yacon (Smallanthus sonchifolius). J. Agric. Food Chem., 47, 4711-4713 (1999).
  • 7) Diem, S., Bergmann, J., and Herderich, M., Tryptophan-N-glucoside in fruits and fruit juices. J. Agric. Food Chem., 48, 4913-4917 (2000).
  • 8) Shiono, Y., Akiyama, K., and Hayashi, H., Okaramines N, O, P, Q and R, new okaramine congeners, from Penicillium simplicissimum ATCC 90288. Biosci. Biotechnol. Biochem., 64, 103-110 (2000).
  • 9) Harada, N., Hagiwara, H., Ono, H., Uda, H., Ohba, S., Kubota, M., Nishiyama, S., Yamamura, S., Hasegawa, K., and Sakoda, M., Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls. Tetrahedron Lett., 32, 6757-6760 (1991).
  • 10) Matsuoka, H., Takahashi, A., Yoneyama, K., and Uda, Y., Antimicrobial activity of 3-substituted thioxopyrrolidines. Biocontrol Science, 4, 101-104 (1999).
  • 11) Ozawa, Y., Uda, Y., Matsuoka, H., Abe, M., Kawakishi, S., and Osawa, T., Occurrence of stereoisomers of 1-(2′-pyrrolidinethion-3′-yl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid in fermented radish roots and their different mutagenic properties. Biosci. Biotechnol. Biochem., 63, 216-219 (1999).
  • 12) Kato, S., Seki, M., Kaneuchi, C., and Nakase, T., Flora of lactic acid bacteria in a soaked fluid of salted “Daikon” under a nitrogen gas-packing system. Nippon Shokuhin Kogyo Gakkaishi(in Japanese), 36, 357-363 (1989).
  • 13) Kato, S. and Nakase, T., Yeast flora in soaked fluid of salted “Daikon” under a nitrogen packing system. Nippon Shokuhin Kogyo Gakkaishi (in Japanese), 33, 659-666 (1986).
  • 14) Argoudelis, C. J., In vitro reaction of L-tryptophan and vitamin B6. Synthesis of the corresponding β-tetrahydrocarblines. J. Agric. Food Chem., 42, 2372-2375 (1994).
  • 15) SotoOtero, R., MendezAlvarez, E., SanchezSellero, I., CruzLandeira, A., and Lamas, M. L. R., Reduction of rat brain levels of the endogenous dopaminergic proneurotoxins 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro-β-carboline by cigarette smoke. Neurosci. Lett., 298, 187-190 (2001).
  • 16) Beck, O. and Holmstedt, B., Analysis of 1-methyl-1,2,3,4-tetrahydro-β-carboline in alcoholic beverages. Fd. Cosmet. Toxicol., 19, 173-177 (1981).
  • 17) Kawasumi, T., Sato, M., Tsuriya, Y., and Ueno, S., Improvement of peroxyl radical scavenging bioassay based on bactericidal action of tert-butyl peroxyl radical. Biosci. Biotechnol. Biochem., 63, 577-580 (1999).
  • 18) Reiter, R. J., Tan, D. X., Cabrera, J., and D'Arpa, D., Melatonin and tryptophan derivatives as free radical scavengers and antioxidants. Adv. Exp. Med. Biol., 467, 379-387 (1999).
  • 19) Ames, B. N., Mccann, J., and Yamasaki, E., Methods for detecting carcinogens and mutagens with the salmonella/mammalian-microsome mutagenicity test. Mutat. Res., 31, 347-364 (1975).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.