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. Author manuscript; available in PMC: 2018 Jul 15.
Published in final edited form as: Bioorg Med Chem Lett. 2017 May 15;27(14):3111–3116. doi: 10.1016/j.bmcl.2017.05.045

Table 1.

Yields obtained with different cyclization conditions.

Peptide length b Cyclization conditions Cyclization reagent Cyclization yield %
3-mer c aq. Cs2CO3/DMFa BrAc-OSu 25
TBS-2X BrAc-OSu Not observed

aq. NaHCO3 0.1 M BrAc-OSu 56
BrAc-DNP n.d.
ClAc-OH 46
BrAc-OH 50
MalC3 n.d.
MalC4 n.d.

6-mer c aq. NaHCO3 0.1 M BrAc-OSu 50
BrAc-DNP 24
ClAc-OH n.d.
BrAc-OH n.d.
MalC3 20
MalC4 35

10-mer c aq. NaHCO3 0.1 M BrAc-OSu 44
BrAc-DNP 33
ClAc-OH n.d.
BrAc-OH n.d.
MalC3 17
MalC4 22
a

5% Cs2CO3/H2O/DMF (w/v/v)

b

Spotted sequences: Z-[AA]n-HMPA-BCB-PUC, with Z = cyclization reagent.

c

3-mer: WKL; 6-mer: GLSWKL; 10-mer: GALSGLSWKL. n.d. = not determined.