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. 2021 Feb 13;26(4):995. doi: 10.3390/molecules26040995

Figure 2.

Figure 2

Bi-modular scheme for the biosynthesis of polybrominated marine natural products by the bmp pathway [22]. (A) Chorismate (4) converted to (5) by chorismate lyase (CL) Bmp6 and further to (6) and (7) by flavin-dependent halogenase Bmp5. The CYP coupling (C) enzyme Bmp7 generates different polybrominated biphenyls via the proposed steps in (B*), such as (8)–(11). Bromopyrroles are derived from L-proline, its acylation to the ACP domain (TE-ACP) of Bmp1 by proline adenyltransferase. (A) Bmp4 initiates its oxidation by the flavin-dependent dehydrogenase (DH) Bmp3. Followed by tribromination by the flavin-dependent halogenase (Hal) Bmp2. The TE domain of Bmp1 catalyzes the offloading of a carboxylic acid intermediate, which is decarboxylated (D) by carboxymuconolactone decarboxylase homolog Bmp8 to (14). (14) can be dimerized by Bmp7 to generate (15) and (18), or with (6) to generate heterodimers such as (16) and (17). (B*) Proposed steps for radical generation, rearrangement and coupling of (6) by Bmp7 to generate biphenyls and OH-BDEs. Adapted and modified from [22].