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. Author manuscript; available in PMC: 2012 Apr 1.
Published in final edited form as: Org Lett. 2011 Mar 8;13(7):1758–1761. doi: 10.1021/ol200288w

Table 1.

A subset of selected products that are synthesized by NRPS325.

graphic file with name nihms-278860-t0005.jpg
R1 R2 = CH2NHCOCH3 R2 = CH(OH)CH(OH)CH2SH R2 = CH2OH R2 = CH2CH2CH2OH
CH2CH(CH3)2 2a, 100%a 1a, 52% 6a, 60% 7a, 36%
CH(CH3)2 2b, 18% 1b, 14% 6b, 9% 7b, 8%
CH2CH2SCH3 2c, 51% 1c, 50% 6c, 39% 7c, 25%
CH2Ph 2e, 71% 1e, 29% 6e, 29% 7e, 19%
CH2CH(CH3)CF3 2g, 19% 1g, 23% 6g, 29% 7g, 30%
CH2CH2N3 2h, 25% 1h, 36% 6h, 17% 7h, 26%
a

The percentages in parenthesis indicate the relative yields of thiopyrazines normalized to the yield of 2a.