Katalytische Hydrierungen in der Chlorophyllreihe

Fischer, Hans; Lakatos, Eduard

doi:10.1002/jlac.19335060108

Cited by 20 publications

(3 citation statements)

References 15 publications

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“…The procedure of Fischer and Lakatos (1933) was employed to convert chlorins into porphyrins. Both vinyl and hydroxyethyl groups were reduced to ethyl by this procedure.…”

Section: Methodsmentioning

confidence: 99%

Biosynthesis of bacteriochlorophyll. The characterization of latter stage intermediates from mutants of Rhodopseudomonas spheroides

Richards¹,

Lascelles²

1969

Biochemistry

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“…The procedure of Fischer and Lakatos (1933) was employed to convert chlorins into porphyrins. Both vinyl and hydroxyethyl groups were reduced to ethyl by this procedure.…”

Section: Methodsmentioning

confidence: 99%

Biosynthesis of bacteriochlorophyll. The characterization of latter stage intermediates from mutants of Rhodopseudomonas spheroides

Richards¹,

Lascelles²

1969

Biochemistry

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“…Other examples, still involving the formyl group, are as follows: (I) the carbonyl absorption bancl of the 2-formyl group of fraction A in chloroform absorbs a t 1662 cm-I (Fig. 3, curve I), whereas that of chlorophyll b absorbs a t 1655 cm-I (6); and (2) introduction of a formyl group a t position 2 of meso-methyl pheophorbide a causes a "red" shift and has little effect on the hyclrochloric acid number, whereas its introduction a t position 3 causes a "blue" shift and an increase of five in the acid number (8,13). (The hydrochloric acid number is the percentage strength acid (w/w) which extracts about two-thirds of the pigment from an equal volume of ether solution (14).…”

Section: Figmentioning

confidence: 99%

A PROPOSED STRUCTURE FOR CHLOROPHYLL d

Holt¹,

Morley²

1959

Can. J. Chem.

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Treatment of chlorophyll a or methyl chlorophyllide a with potassiun~ permanganate effected oxidation of the 2-vinyl group without concomitant oxidation of the cyclopentanone ring. One of the products obtained was of especial interest because its visible absorption spectrum was identical with that of a previously known, but chemically uncharacterized, pigment-chlorophyll d. The preparation and identification of this oxidation product as 2-desvinyl-2-formyl-chlorophyll-a is given and its probable identity with chlorophyll d is discussed in detail.Chlorophyll d is a pigment which has been reported to occur in a number of species of the Rhodophyceae, a group which contains chlorophyll a but, a t most, only traces of chlorophyll b (1, 2). I t was first isolated and described by Manning and Strain in 1943 (2). Recently Smith and Benitez (3) obtained chromatographically pure samples and calculated the specific absorption curve by determining the magnesium content and by assuming the molecular weight to be that of chlorophyll a (see Fig. 1). T o date its chemical constitution has not been determined nor has any useful function been ascribed to it, although there have been speculations that it may be responsible for the anomalous action spectra of photosynthesis and chlorophyll fluorescence in red algae (1).The present work arose from some observations made in connectioll with studies on the allomerizatio~l of chlorophyll a. When the phase test intermediate of chlorophyll a , in acetone containing base, was treated with dilute permanganate, it was oxidized immediately. Examination with a visual spectroscope showed a "red" absorption maximum a t about 675 mp, which was characteristic of Mg-purpurin-18 (4). However, when base was omitted a gradual but different spectral change occurred; two new "red" maxima appeared a t about 650 and 685 mp. When the mixture was chromatographed, there were, besides a minor zone of unchanged chlorophyll a , three new zones. The pigments were designated as fractions A, B, and C, in the relative order of their position .. .on the column, fraction C being uppermost. Each fraction gave a positive phase test which indicated that allomerizatioil had not occurred. Most interesting was fraction A which had visible absorption spectra in methanol and in ether which were identical with those published for chlorophyll d (2, 3). The present comm~nication describes fraction A and evidence to indicate that it is similar to and probably identical with chlorophyll d. Fractions B and C will be discussed in a subsequent commt~nication. The change in spectrum obtained when fraction A in isopropanol was treated with methanolic magnesium methoxide (4) is given in Fig. 2. Enhanced absorption in the 'illantiscript

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“…If however a neutral medium is employed, or the hydrogenation is stopped on the addition of two moles of hydrogen, dihydropheophorbide a is obtained (44). Stoll and Wiedemann also obtained this dihydro reaction (85).…”

Section: The Vinyl Groupmentioning

confidence: 99%

Recent Progress in Determining the Chemical Structure of Chlorophyll.

Steele¹

1937

Chem. Rev.

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Katalytische Hydrierungen in der Chlorophyllreihe

Cited by 20 publications

References 15 publications

Biosynthesis of bacteriochlorophyll. The characterization of latter stage intermediates from mutants of Rhodopseudomonas spheroides

Biosynthesis of bacteriochlorophyll. The characterization of latter stage intermediates from mutants of Rhodopseudomonas spheroides

A PROPOSED STRUCTURE FOR CHLOROPHYLL d

Recent Progress in Determining the Chemical Structure of Chlorophyll.

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