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Conformational study of somatostatin analogues in methanol at low temperature
Author(s) -
Verheyden Patricia M. F.,
Coy David H.,
Van Binst Georges
Publication year - 1991
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260290612
Subject(s) - chemistry , stereochemistry , biological activity , cyclic peptide , somatostatin , methanol , somatostatin analogue , peptide , biochemistry , organic chemistry , in vitro , octreotide , neuroscience , biology
The conformations of three somatostatin analogues were compared in methanol at 193 K. A biologically active cyclic analogue, DC13‐116 ( D ‐Nal 5 ‐Cys 6 ‐Tyr 7 ‐ D ‐Trp 8 ‐Lys 9 ‐Val 10 ‐Cys 11 ‐Thr 12 ‐NH 2 ), and two linear analogues, one biologically active, DC25‐24 ( D ‐Phes 5 ‐Cpa 6 ‐Tyr 7 ‐ D ‐Trp 8 ‐Lys 9 ‐Val 10 ‐Phe 11 ‐Thr 12 ‐NH 2 ), and one with poor biological activity, DC23‐89 ( D ‐Phe 5 ‐Ala 6 ‐Phe 7 ‐ D ‐Trp 8 ‐Lys 9 ‐Thr 10 ‐Ala 11 ‐Thr 12 ‐NH 2 ), were compared. The predominant conformation of the linear active analogue is shown to be the same as that of the active cyclic analogue; they both adopt a β 11 turn/β‐sheet structure. The linear analogue with low activity has a similar conformation, which, however, is less stable.