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Über Pterinchemie 81. Mitteilung Die Konfiguration an C(6) von natürlichem 5,6,7,8-Tetrahydro-L-biopterin und seinem Pentaacetylderivat

✍ Scribed by Roland Prewo; Jost H. Bieri; Subhendu Narayan Ganguly; Max Viscontini

Publisher
John Wiley and Sons
Year
1982
Tongue
German
Weight
314 KB
Volume
65
Category
Article
ISSN
0018-019X

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✦ Synopsis

The Configuration at C(6) of Natural 5,6,7,8‐Tetrahydro‐L‐biopterin and of its Pentaacetate

The structure of (6.R)‐pentaacetyl‐5,6,7,8‐tetrahydro‐L‐biopterin, one of two diastereoisomers obtained by catalytic hydrogenation and subsequent acetylation of L‐biopterin, has been determined by X‐ray diffraction analysis. The space group is P2~1~2~1~2~1~, a=8,053(l), b=14,955(3), c= 21,502 (4) Å. The asymmetric unit contains one molecule of the biopterin derivative and one of ethyl acetate. The R‐configuration can be assigned to C(6) by reference to the known configurations of the other asymmetric C‐atoms. As hydrolysis of this diastereoisomer yields the natural 5, 6,7,8‐tetrahydro‐L‐biopterin, the latter also possesses the (6 R)‐configuration.

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