The cleavage of the bilin chromophore from C-phycocyanin with hydrogen bromide yields 3E-configurated phycocyanobilin (4) as the major and 3 Z-configurated phycocyanobilin (5) as the minor reaction product. The reaction of synthetic 3E-configurated phytochromobilin (2) with hydrogen bromide and methanol leads only to a methanol adduct at the C-18 side chain (7) whereas the same reaction with the 3Z-configurated phytochromobilin (3) leads to 7 and 2. The bilin chromophore was cleaved also from phytochrome after preparation of phytochromobilin peptides. The detection of 2 and 7 suggested that 3Z-and 3E-configurated phytochromobilin were the primary products of cleavage from phytochrome. A reaction scheme is given which can explain the results of the reaction with hydrogen bromide and methanol.
Bacteriochlorophyll b (bchl b) has been isolated from the halophilic photosynthetic bacterium, Ectothiorhodospira halochloris. The pigment and a series of derivatives thereof are different from Bchl b from Rhodopseudomonas viriais by HPLC analysis, but similar by uv-vis spectroscopy. The chromatographic difference originates in different esterifying alcohols in the two pigments. The one from Rp. viridis (Bchl bp) is esterified with ⊿2-phytaenol (phytol), that from E. halochloris (Bchl b⊿2,10) with ⊿2,10-phytadienol. The structure of the latter has been established by isolation of the alcohol from the purified pigment, followed by (i) gaschromatography-mass spectroscopy and (ii) ozonolysis and dinitrophenylhydrazon-formation of the cleavage products, which were identified by gaschromatography-mass spectroscopy as 6-methyl-heptan-2-one, and 4-methyl-nona-1,8-dione.
The enzyme activity of magnesium chelatase was determined in intact etioplasts of barley (Hordeum vulgare L.) seedlings. Irradiation of isolated plastids with white light for 15 min does not lead to any activation of the enzyme but to a decrease in activity, especially in etioplasts. The enzyme was inhibited by chlorophyllide and zinc pheophorbide only to a certain extent. Strong inhibition was observed with the metal-free pheophorbide (Ki = 0.92 μM) but not with pheophytin or chlorophyll. Penetration of chlorophyllide through the envelope membrane was confirmed by the chlorophyll synthase reaction that occurs in the inner membranes of etioplasts and chloroplasts. The possible role of inhibition of magnesium chelatase by pheophorbide in senescent leaves and tetrapyrrole transport across the plastid envelope are discussed.
Extracts from ripe fruit and seeds of Sorbus aucuparia inhibit germination of other seeds, tested with Amaranthus caudatus and Lepidium sativum. The main compound of the “neutral fraction” of fruit extracts is the lactone compound parasorbic acid (4 -7 mg/g fresh weight) which inhibits germination at concentrations ≧ 5 × 10-4 ᴍ. The “acid fraction” contains abscisic acid (1.3-2.5 µg/g fresh weight) and isopropylmalic acid (1.0-1.5 µg/g fresh weight) as germination inhibitors. Whereas abscisic acid inhibits germination of L. sativum at concentration ≧ 5 × 10-7 ᴍ, germination of A. caudatus is inhibited only at concentrations ≧ 10-5 ᴍ. This is probably due to differences in uptake of the acid because abscisic acid methylester inhibits germination of both species at concentrations ≧ 5 × 10-7 ᴍ. Isopropylmalic acid belongs to a structural type of germination inhibitors which had already been detected in oat extracts.
Organic acids from wheat (Triticum aestivum), rye (Secale cereale), and barley (Hordeum vulgare, var. “Gerbel” and “Igri”) were analysed by gas chromatography-mass spectrometry. Two carboxylic acid fractions were obtained by chromatography on Sephadex LH 20: fraction A contained mainly aliphatic acids, fraction B contained mainly aromatic acids. The identified compounds (50 aliphatic and 32 aromatic acids) are listed in Tables I and II. Quantitative analysis was achieved by calibration of the gas chromatogram with authentic compounds or - if not available - with closely related compounds. The possibility to identify the origin of cereal food-stuff by analysis of the organic acids is discussed.
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