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A cyclic hexapeptide analog of somatostatin, cyclo-(Pro-delta z-Phe-D-Trp-Lys-Thr-Phe) (II) has been synthesized by a combination of solid phase and solution methodology. It shows a potency for inhibition of growth hormone release in vitro about one-tenth that of the corresponding saturated analog, cyclo-(Pro-Phe-D-Trp-Lys-Thr-Phe) (I). N.m.r. studies indicate comparable backbone conformations for analogs I and II. However, the sum of our findings from biological evaluation and solution physical data suggest that on the receptor the position-7 phenyl ring of I is adopting a conformation which differs from that of one of the major solution conformers defined previously by n.m.r. studies.
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
April 1984,
Life sciences,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
October 1993,
International journal of peptide and protein research,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
February 1984,
International journal of peptide and protein research,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
August 1995,
Biopolymers,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
January 1993,
Peptide research,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
April 1999,
Journal of peptide science : an official publication of the European Peptide Society,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
January 1985,
Peptides,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
March 1987,
International journal of peptide and protein research,
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
January 1985,
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.),
S F Brady, and
D W Cochran, and
R F Nutt, and
F W Holly, and
C D Bennett, and
W J Paleveda, and
P E Curley, and
B H Arison, and
R Saperstein, and
D F Veber
March 1987,
International journal of peptide and protein research,
