Propriétés biochimiques des ptérines

Polonovski, M; Busnel, R. G.; Pesson, Marcel

doi:10.1002/hlca.19460290557

Cited by 12 publications

(3 citation statements)

References 4 publications

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“…For example, in strong solutions of mineral acids xanthopterin shows a strong red fluorescence under ultraviolet light (3, 40), while at pH's from 7 to 11 the fluorescence is sky blue (40). Sensitive microchemical tests based on fluorescence and adsorption behavior have been developed for the recognition of small amounts of pterins in insects and in other biological materials (3,17,40,104; see also 39,55,62,66,69).…”

Section: Physical Properties Of the Pteridinesmentioning

confidence: 99%

“…Polonovski and his coworkers have isolated by acid extraction of carp scales a substance, fluorescyanine, which may be related to the pterins. It contains less nitrogen, appears to be more soluble in organic solvents, and may be separated from riboflavin, with which it usually occurs, by chromatographic adsorption (66). Finally, fluorescent substances whose chemical and spectroscopic properties are similar to those of xanthopterin have been isolated from fluorescent bacteria (25), from the eyes of dogfish and alligators (62), and from the hepatopancreas of crabs (69).…”

Section: Nh2coch(och3)nhcocoohmentioning

confidence: 99%

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The Chemistry of the Pteridines.

Gates¹

1947

Chem. Rev.

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Section: Physical Properties Of the Pteridinesmentioning

confidence: 99%

Section: Nh2coch(och3)nhcocoohmentioning

confidence: 99%

The Chemistry of the Pteridines.

Gates¹

1947

Chem. Rev.

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“…3H) one 2-sulfinate(13) 1.81 g (10 mmol) of 2-thiolumazine(10) (2) are dissolved in 80 ml of 0.6 mol/l KOH, then 0.6 g KCI added, the solution cooled to -3 °C and finally treated with 13 ml of 3% H 2 0 2 by slow dropwise addition under stirring within 40 min. After 7 h the solution is acidified by glacial acetic acid to pH 5.…”

mentioning

confidence: 99%

Pteridines, LXXXVIII. Oxidations and Reactions of 2- and 4-Thiolumazine Derivatives. Synthesis and Properties of Pteridine-Sulfinates and -sulfonates

Bartke

Pfleiderer

1989

Pteridines

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Selective oxidations of 2-thiolumazines (10-12) by H 2 0 2 and KMn04 respectively in basic medium led to the corresponding stable pteridin-4-one-2-sulfinates (13)(14)(15) and -sulfonates (16)(17)(18), which can be isolated in the form of their potassium salts. On oxidation of 6,7-diphenyl-2-thiolumazine (12) with 1 equivalent of H 2 0 2 resulted the 6,7-diphenyl-pteridin-4-one-2-sulfenate (22), which is regarded as an intermediate in the formation of the sulfinates. Characterization was done by elemental analysis, pKa determination, and UV-, IR-and IH-NMR-spectra.Acid and base hydrolyse the sulfinate and sulfonate groups to the 2-hydroxy derivative. Treatment of the pteridin-4-one-2-sulfinate with strong anhydrous acids such as formic acid or sulfuric acid affects S02 elimination to the corresponding 2-H-pteridin-4-one (19-21).The oxidative desulfurization of 2-thiolumazines can be achieved directly with H 2 0 2 and m-chloroperbenzoic acid in formic acid. Analogously nucleophilic displacement reactions of the 2-thione group proceeded under mild conditions by H 2 0 2 oxidation in the presence of various amines to give the corresponding pterin derivatives (36)(37)(38)(39) shows similar reactions on oxidation in the presence of amines (43, 54), but the corresponding 4-sulfinate and sulfonate are too unstable in this series to be isolated. S02 elimination does not take place since hydrolysis is the preferred reaction mode.

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Über Pteridine, V. Mitteil.: Die Konstitution des Ichthyopterins

Tschesche

Körte

1951

Chem. Ber.

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Nr. 9/1951]Tschesche, K o r t e 801 Wenn das rohe H y d r o c h l o r i d d e s Salsolins (V) mit geringem Verlust am absol. Saleolinpikrat: Cltronengelbe Nadeln; aus Wssser umlmistdisiert nnd bei SOo ge-G,H,,O& (422.2) Ber. C48.32 H4.30 N 13.28 Aus den Angaben der Tafel ersieht man, daB die Kondensation sich nur bei P-p.4 Dioxy-phenyll-iithylamin-hydrobromid . (IVa) und p-[3-Oxy-4-methoxy-phenyl]-irthylamin-hydrochlorid (IVe) vollzog. Bei den iibrigen Phenyliithylamin-Derivaten b m die Bildung des Isochinolinringes praktisch nicht zushnde. h h a n o l + Ather umkrirctsllieiert wird. steigt der Schmelzpunkt auf 147-149°a). trocknet Schmp. 189-1 lo. Gef. C48.53 H4.37 N 13.45 118. Rudolf Tschesche und Friedhelm Korte: tfber PteFidine, V. Mitte3.l): Die Konstitution des Ichthyophrins Es wurde papierchromatogrephiech erkannt, daB dee von R. H u tt e l und G. S p r e n g l i n g beschriebene Ichthyopterin aus den Hiruten von Cypriniden dee Bodenseea nicht vollkommen einheitlich iet. Die Hauptkompnente ist die 6.9-Dioxy-2-amino-pteridyl-(S)-easig&m; iie wurde synthetisch bereitet und stimmt in ellen Eigenechaften mit dem Naturprodukt uberein, soweit. ein Vergleich bei den vorliegenden geringen Mengen des letztgenannten m6glich war. Tschesche, Korte: Uber Pteridine ( V . ) [ Jahrg. 84 _ _ _ _ _ _~-802 ______-OH ,CE, I) A. 644, 69 "431. *) W u danken Ern. Dr. R. Hiittel, Mtinohen, auoh an dieeer Stelle fiir die h n da) B. 84,486 [1051]. 4) E. C. T a y l o r jr. u. C. K. Cain, J m . Amer. ohem. Soc. 71,2638 [1949]. liche tzberlaeaung dee koetbaren Msteri&. Nr. 9/1951] Tschesche, Korte: Uber Pteridine (V.) 803 -______ _ _ _ _ Affff?ZuAbbild. 2 . Lichtebsorption von 2.6.9-Trioxy-8-methylpteridin in nlto NaOH (c = 0.02055 g / l ; d = 1 cm)

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Propriétés biochimiques des ptérines

Cited by 12 publications

References 4 publications

The Chemistry of the Pteridines.

The Chemistry of the Pteridines.

Pteridines, LXXXVIII. Oxidations and Reactions of 2- and 4-Thiolumazine Derivatives. Synthesis and Properties of Pteridine-Sulfinates and -sulfonates

Über Pteridine, V. Mitteil.: Die Konstitution des Ichthyopterins

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