1004752-64-0Relevant articles and documents
Stereochemistry of Δ4 dehydrogenation catalyzed by an ivy (Hedera helix) Δ9 desaturase homolog
Tremblay, Amy E.,Whittle, Edward,Buist, Peter H.,Shanklin, John
, p. 1270 - 1275 (2008/02/02)
The stereochemistry of palmitoyl-ACP Δ4 desaturase-mediated dehydrogenation has been examined by tracking the fate of deuterium atoms located on stereospecifically monodeuterated substrates-(4S)- and (4R)-[4-2H1]-palmitoyl-ACP and (5S)- and (5R)-[5- 2H1]-palmitoyl-ACP. It was found that the introduction of the (Z)-double bond between C-4 and C-5 of a palmitoyl substrate occurs with pro-R enantioselectivity - a result which matches that obtained for a closely related homolog-castor stearoyl-ACP Δ9 desaturase. These data show that despite the difference in regioselectivity between the two enzymes, the stereochemistry of hydrogen removal is conserved. The Royal Society of Chemistry.