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. Author manuscript; available in PMC: 2017 Aug 14.
Published in final edited form as: Chem Rev. 2016 Jun 17;116(14):7818–7853. doi: 10.1021/acs.chemrev.6b00024

Figure 35.

Figure 35

Phosphopanteteine is a prosthetic group essential for the function of PCPs and ACPs in metabolic pathways. N-Acetylcysteamine (NAC) 288 mimics the phosphopantetheine prosthetic group, and NAC thioesters are thus able to replace acyl-ACPs and PCPs in vitro and in vivo. Condensation of pyrrole 2-carboxylic acid with NAC generates thioester 289, which mimics the pyrrole 2-carboxyl-PCP intermediate 279 in MBC biosynthesis.