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. Author manuscript; available in PMC: 2011 Aug 5.
Published in final edited form as: J Med Chem. 2009 Sep 24;52(18):5619–5625. doi: 10.1021/jm900577k

Table 1.

Yields and cis/trans ratios of Dyn A(1-11)NH2 analogs cyclized by RCM

Entry Compounda Products (% by HPLC)b cis/transc
A cyclo[Ala2(-CH=CH-)Ala5]Dyn A-(1-11)NH2
cis, 1; trans, 2 		56% 1:1.8
B cyclo[D-Ala2(-CH=CH-)Ala5]Dyn A-(1-11)NH2
cis, 3; trans, 4 		74% 1:2.3
C cyclo[Ala5(-CH=CH-)Ala8] Dyn A-(1-11)NH2
cis, 5; trans, 6 		63% 1:1.1
a

The alkene bridged cyclic constraints are designated as modifications to the side chains of alanine residues in the indicated positions. The structures of the peptides are shown in Figure 2.

b

The remainder was the linear precursor peptide.

c

Configuration determined by NMR, see Table 3.