Premium
Über Pterinchemie 81. Mitteilung Die Konfiguration an C(6) von natürlichem 5,6,7,8‐Tetrahydro‐ L ‐biopterin und seinem Pentaacetylderivat
Author(s) -
Prewo Roland,
Bieri Jost H.,
Ganguly Subhendu Narayan,
Viscontini Max
Publication year - 1982
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19820650342
Subject(s) - chemistry , diastereomer , biopterin , stereochemistry , derivative (finance) , molecule , crystallography , cofactor , enzyme , organic chemistry , financial economics , economics , tetrahydrobiopterin
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.