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Pteridines. Part C. Structure and nonenzymatic synthesis of aurodrosopterin

✍ Scribed by Jeongbin Yim; Sujeong Kim; Gunter Walcher; Wolfgang Pfleiderer


Book ID
102857290
Publisher
John Wiley and Sons
Year
1993
Tongue
German
Weight
578 KB
Volume
76
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The nonenzymatic synthesis of aurodrosopterin (5) from 6‐acetyl‐2‐amino‐3, 7, 8, 9‐tetrahydro‐4__H__‐pyrimido‐[4,5‐b][1,4]diazepin‐4‐one (3) and 7,8‐dihydrolumazine (4) at pH 3 (HCl) was performed. The identity of the synthesized compound with the natural eye pigment isolated from drosophila heads was confirmed by thin‐layer chromatography on cellulose and by comparisons of the ^1^H‐NMR and UV/VIS spectra. The nonenzymatic synthesis of a neodrosopterin‐like red pigment from 3 and 2,4‐diamino‐7,8‐dihydropteridine was also carried out, but its identity could not be established. This pigment, called aminodrosopterin, has an absorption peak at 489 nm, which is very close to that of neodrosopterin.


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