ID 2.3.1.261 DE (4-hydroxyphenyl)alkanoate synthase. CA (1) 4-hydroxyphenyl-[4-hydroxyphenylalkanoate synthase] + 24 H(+) + CA 8 malonyl-CoA + 16 NADPH = 17-(4-hydroxyphenyl)heptadecanoyl- CA [4-hydroxyphenylalkanoate synthase] + 8 CO2 + 8 CoA + 8 H2O + 16 NADP(+). CA (2) 4-hydroxyphenyl-[4-hydroxyphenylalkanoate synthase] + 27 H(+) + CA 9 malonyl-CoA + 18 NADPH = 19-(4-hydroxyphenyl)nonadecanoyl- CA [4-hydroxyphenylalkanoate synthase] + 9 CO2 + 9 CoA + 9 H2O + 18 NADP(+). CC -!- The enzyme is part of the biosynthetic pathway of phenolphthiocerol, CC a lipid that serves as a virulence factor of pathogenic mycobacteria. CC -!- It catalyzes the elongation of 4-hydroxybenzoate that is loaded on CC its acyl-carrier domain to form (4-hydroxyphenyl)alkanoate CC intermediates. CC -!- The enzyme adds either 8 or 9 malonyl-CoA units, resulting in CC formation of 17-(4-hydroxyphenyl)heptadecanoate or CC 19-(4-hydroxyphenyl)nonadecanoate, respectively. CC -!- As the enzyme lacks a thioesterase domain, the product remains loaded CC on the acyl-carrier domain at the end of catalysis, and has to be CC hydrolyzed by an as-yet unknown mechanism. //