Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Complexes between Nucleotide Base and Amino Acid. II. Crystal Structure of 5-Bromocytosine : N-Tosyl-L-glutamic Acid
Minoru OhkiAkio TakenakaHirotaka ShimanouchiYoshio Sasada
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1976 Volume 49 Issue 12 Pages 3493-3497


The complex crystals of 5-bromocytosine and N-tosyl-L-glutamic acid were obtained from their aqueous solution. The space group is P1 with dimensions of a=10.843(1), b=11.690(2), c=10.879(2) Å, α=122.15(1), β=121.38(1), γ=69.93(1)°, and Z=2. The structure was solved by the heavy atom method and refined by a block-diagonal least-squares method. The undissociated γ-carboxyl group of glutamic acid is bound with O(2) and N(4) of 5-bromocytosine through hydrogen bonds. This interaction mode is different from those found in some cytosine : glycine complexes and cytidine : N-benzyloxycarbonyl-L-glutamic acid complex dihydrate in which the dissociated α-carboxyl group plays a role. This is the first example of interaction between cytosine and the acidic side group of amino acid.

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