A BIOMIMETIC PARTIAL SYNTHESIS OF THE RED CHLOROPHYLL-A CATABOLITE FROM CHLORELLA-PROTOTHECOIDES

被引:15
作者
ITURRASPE, J [1 ]
GOSSAUER, A [1 ]
机构
[1] UNIV FRIBOURG,INST ORGAN CHEM,RTE DU MUSEE,CH-1700 FRIBOURG,SWITZERLAND
关键词
D O I
10.1016/S0040-4020(01)89871-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The red bilin derivative which is excreted in the culture medium by Chlorella protothecoides when this microalgae is grown in a medium rich in glucose but poor in nitrogen has been synthesized in two steps from one of the products of photo-oxidation of the Cd(II) complex of pyropheophorbide-a methyl ester. Under the same conditions, the Zn(II) complex of the latter is transformed into a blue bilin derivative which is an isomer of the foregoing chlorophyll-a catabolite.
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页码:6807 / 6812
页数:6
相关论文
共 21 条
[1]   SYNTHESIS AND SEPARATION BY THIN-LAYER CHROMATOGRAPHY OF BILIRUBIN-IX ISOMERS - THEIR IDENTIFICATION AS TETRAPYRROLES AND DIPYRROLIC ETHYL ANTHRANILATE AZO DERIVATIVES [J].
BLANCKAERT, N ;
HEIRWEGH, KPM ;
COMPERNOLLE, F .
BIOCHEMICAL JOURNAL, 1976, 155 (02) :405-417
[2]   THE MESO-REACTIVITY OF PORPHYRINS AND RELATED-COMPOUNDS .8. SUBSTITUTION AND ADDITION-REACTIONS OF "OCTAETHYL-21H,24H-BILIN-1,19-DIONE, A MODEL VERDIN SYSTEM - X-RAY ANALYSES OF OCTAETHYL-5-NITRO-21H,24H-BILIN-1,19-DIONE AND OF 4,5-DIETHOXY-OCTAETHYL-4,5-DIHYDRO-21H,24H-BILIN-1,19-DIONEH- [J].
BONFIGLIO, JV ;
BONNETT, R ;
BUCKLEY, DG ;
HAMZETASH, D ;
HURSTHOUSE, MB ;
MALIK, KMA ;
NAITHANI, SC ;
TROTTER, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (06) :1291-1302
[3]   A NOVEL TYPE OF CHLOROPHYLL CATABOLITE IN SENESCENT BARLEY LEAVES [J].
BORTLIK, K ;
PEISKER, C ;
MATILE, P .
JOURNAL OF PLANT PHYSIOLOGY, 1990, 136 (02) :161-165
[4]   REACTIVITY OF PYRROLE PIGMENTS .10. MINDO/3 CALCULATIONS ON BILE-PIGMENTS [J].
CABALLOL, R ;
RIBO, JM ;
TRULL, FR ;
VALLES, A .
MONATSHEFTE FUR CHEMIE, 1987, 118 (8-9) :1011-1029
[5]   CHLOROPHYLL CATABOLISM IN CHLORELLA-PROTOTHECOIDES - ISOLATION AND STRUCTURE ELUCIDATION OF A RED BILIN DERIVATIVE [J].
ENGEL, N ;
JENNY, TA ;
MOOSER, V ;
GOSSAUER, A .
FEBS LETTERS, 1991, 293 (1-2) :131-133
[6]   METAL-ASSISTED REACTIONS .8. SELECTIVITY IN THE REACTION OF ORGANIC HALIDES WITH TETRAHYDROBORATE AND THE REDUCTION OF ACYL HALIDES TO ALDEHYDES [J].
ENTWISTLE, ID ;
BOEHM, P ;
JOHNSTONE, RAW ;
TELFORD, RP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (01) :27-30
[7]   CHEMISTRY OF PYRROLE PIGMENTS, .24. CORRELATION OF LIGHT-ABSORPTION AND STRUCTURE IN BILATRIENES-ABC [J].
FALK, H ;
HOLLBACHER, G .
MONATSHEFTE FUR CHEMIE, 1978, 109 (06) :1429-1449
[8]  
FUHRHOP JH, 1974, LIEBIGS ANN CHEM, P1450
[9]   CHEMICAL REACTIVITIES OF TETRAPYRROLE PIGMENTS - A COMPARISON OF EXPERIMENTAL BEHAVIOR WITH RESULTS OF SCF - PI- - MO CALCULATIONS [J].
FUHRHOP, JH ;
SUBRAMANIAN, J .
PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY OF LONDON SERIES B-BIOLOGICAL SCIENCES, 1976, 273 (924) :335-352
[10]  
GOSSAUER A, 1978, PROPHYRINS B, V2