Non-toxic peptides from toxic cyanobacteria, Oscillatoria agardhii

被引：81

作者：

Fujii, K

Sivonen, K

Naganawa, E

Harada, K ^{[1
]}

机构：

[1] Meijo Univ, Fac Pharm, Tempa Ku, Nagoya, Aichi 4688503, Japan

[2] Univ Helsinki, Dept Appl Chem & Microbiol, Viikki Bioctr, FIN-00014 Helsinki, Finland

来源：

TETRAHEDRON | 2000年 / 56卷 / 05期

基金：

芬兰科学院;

关键词：

biologically active compound; biosynthesis; cyanobacteria; peptides and polypeptides;

D O I：

10.1016/S0040-4020(99)01017-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the elucidation of the biosynthetic relationship between non-toxic and hepatotoxic peptides produced by cyanobacteria, we compared the secondary metabolites from the toxic and non-toxic cyanobacteria, Oscillatoria (Planktothrix) agardhii. Three groups of peptides, cyclic depsipeptides having a 3-amino-6-hydroxy-2-piperidone moiety, a cyclic nonapeptide and cyclic peptides possessing an ureido linkage were isolated together with microcystins from the toxic O. agardhii strains 97 and CYA128. A tricyclic peptide composed of 14 amino acid residues was isolated from the non-toxic O. agardhii strains 2 and 18. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：725 / 733

页数：9

相关论文

共 34 条

[1]

[Anonymous], 1994, PRIRODA

[2] A90720A, a serine protease inhibitor isolated from a terrestrial blue-green alga Microchaete loktakensis [J].

Bonjouklian, R ;

Smitka, TA ;

Hunt, AH ;

Occolowitz, JL ;

Perun, TJ ;

Doolin, L ;

Stevenson, S ;

Knauss, L ;

Wijayaratne, R ;

Szewczyk, S ;

Patterson, GML .

TETRAHEDRON, 1996, 52 (02) :395-404

[3] Insertional mutagenesis of a peptide synthetase gene that is responsible for hepatotoxin production in the cyanobacterium Microcystis aeruginosa PCC 7806 [J].

Dittmann, E ;

Neilan, BA ;

Erhard, M ;

vonDohren, H ;

Borner, T .

MOLECULAR MICROBIOLOGY, 1997, 26 (04) :779-787

[4] Comparative study of toxic and non-toxic cyanobacterial products: A novel glycoside, suomilide, from non-toxic Nodularia spumigena HKVV [J].

Fujii, K ;

Sivonen, K ;

Adachi, K ;

Noguchi, K ;

Shimizu, Y ;

Sano, H ;

Hirayama, K ;

Suzuki, M ;

Harada, K .

TETRAHEDRON LETTERS, 1997, 38 (31) :5529-5532

[5] Comparative study of toxic and non-toxic cyanobacterial products: Novel peptides from toxic Nodularia spumigena AV1 [J].

Fujii, K ;

Sivonen, K ;

Adachi, K ;

Noguchi, K ;

Sano, H ;

Hirayama, K ;

Suzuki, M ;

Harada, K .

TETRAHEDRON LETTERS, 1997, 38 (31) :5525-5528

[6] Nostophycin, a novel cyclic peptide from the toxic cyanobacterium Nostoc sp 152 [J].

Fujii, K ;

Sivonen, K ;

Kashiwagi, T ;

Hirayama, K ;

Harada, K .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (16) :5777-5782

[7] A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide: Combination of Marfey's method with mass spectrometry and its practical application [J].

Fujii, K ;

Ikai, Y ;

Oka, H ;

Suzuki, M ;

Harada, K .

ANALYTICAL CHEMISTRY, 1997, 69 (24) :5146-5151

[8] A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide: Elucidation of limitations of Marfey's method and of its separation mechanism [J].

Fujii, K ;

Ikai, Y ;

Mayumi, T ;

Oka, H ;

Suzuki, M ;

Harada, K .

ANALYTICAL CHEMISTRY, 1997, 69 (16) :3346-3352

[9]

FUJII K, 1996, HARMFUL TOXIC ALGAL, P559

[10] OCCURRENCE OF 4 DEPSIPEPTIDES, AERUGINOPEPTINS, TOGETHER WITH MICROCYSTINS FROM TOXIC CYANOBACTERIA [J].

HARADA, K ;

MAYUMI, T ;

SHIMADA, T ;

SUZUKI, M ;

KONDO, F ;

WATANABE, MF .

TETRAHEDRON LETTERS, 1993, 34 (38) :6091-6094

← 1 2 3 4 →