2 S-adenosyl-L-methionine + a bacteriochlorophyllide c + H2O = a bacteriochlorophyllide e + 2 5'-deoxyadenosine + 2 L-methionine (overall reaction) [RN:R11710];
(1a) S-adenosyl-L-methionine + a bacteriochlorophyllide c + H2O = a 7-(hydroxymethyl)bacteriochlorophyllide c + 5'-deoxyadenosine + L-methionine [RN:R11484];
(1b) S-adenosyl-L-methionine + a 7-(hydroxymethyl)bacteriochlorophyllide c + H2O = a 7-(dihydroxymethyl)bacteriochlorophyllide c + 5'-deoxyadenosine + L-methionine [RN:R10437];
(1c) a 7-(dihydroxymethyl)bacteriochlorophyllide c = a bacteriochlorophyllide e + H2O (spontaneous) [RN:R11709]
S-adenosyl-L-methionine [CPD:C00019];
bacteriochlorophyllide c [CPD:C18161];
H2O [CPD:C00001];
7-(hydroxymethyl)bacteriochlorophyllide c [CPD:C21407];
7-(dihydroxymethyl)bacteriochlorophyllide c [CPD:C20650]
Product
bacteriochlorophyllide e [CPD:C21582];
5'-deoxyadenosine [CPD:C05198];
L-methionine [CPD:C00073];
7-(hydroxymethyl)bacteriochlorophyllide c [CPD:C21407];
7-(dihydroxymethyl)bacteriochlorophyllide c [CPD:C20650];
H2O [CPD:C00001]
Comment
The enzyme, found in green sulfur bacteria (Chlorobiaceae), is a radical S-adenosyl-L-methionine (AdoMet) enzyme and contains a [4Fe-4S] cluster. It catalyses two consecutive hydroxylation reactions of the C-7 methyl group of bacteriochlorophyllide c to form a geminal diol intermediate that spontaneously dehydrates to produce the formyl group of bacteriochlorophyllide e.
BciD Is a Radical S-Adenosyl-l-methionine (SAM) Enzyme That Completes Bacteriochlorophyllide e Biosynthesis by Oxidizing a Methyl Group into a Formyl Group at C-7.