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. Author manuscript; available in PMC: 2009 Dec 3.
Published in final edited form as: J Am Chem Soc. 2008 Dec 3;130(48):16358–16365. doi: 10.1021/ja807120z

Table 2.

Fourth Peptide Library with Varying Temperature

graphic file with name nihms86556t2.jpg
4 °C Reactions

Entry i i+1 i+2 i+3 i+4 i+5 1 (%) 3 (%) 5 (%) ee (%)
1 Pmh Asn(Trt) Aib Ser(t-Bu) DTyr(t-Bu) Phe 0.2 24.8 75.0 56
2 Pmh Asn(Trt) Aib Ser(t-Bu) DPhe Phe 0.2 24.1 75.7 52
3 Pmh His(Trt) Aib Ser(t-Bu) DPhe Phe 0.2 21.9 77.9 51
4 Pmh Asn(Trt) Leu Ser(t-Bu) DTyr(t-Bu) Phe 0.1 26.4 73.5 51
5 Pmh Asn(Trt) Leu Thr(t-Bu) DTyr(t-Bu) Phe 0.2 23.3 76.5 51
6* Pmh Asn(Trt) Leu Ser(t-Bu) DPhe Phe 0.1 11.7 88.2 51

*Entry 9, Table 1
−20 °C Reactions

7 Pmh Asn(Trt) Aib Ser(t-Bu) DTyr(t-Bu) Phe 3.2 71.9 24.9 79
8 Pmh His(Trt) Aib Ser(t-Bu) DPhe Phe 2.4 73.5 24.1 78
9 Pmh Asn(Trt) Aib Thr(t-Bu) DPhe Phe 0.2 53.5 46.3 78
10 Pmh Asn(Trt) Aib Ser(t-Bu) DPhe Phe 3.5 74.8 21.7 77
11* Pmh Asn(Trt) Leu Ser(t-Bu) DPhe Phe 0.6 62.8 36.6 70
12 Pmh Asn(Trt) Leu Ser(t-Bu) DTyr(t-Bu) Phe 12.6 73.2 14.2 68

*Entry 9, Table 1