Open AccessModification of aklavinone and aclacinomycins in vitro and in vivo by rhodomycin biosynthesis gene products
Author(s) -
Wang Yulong,
Niemi Jarmo,
Mäntsälä Pekka
Publication year - 2002
Publication title -
fems microbiology letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.899
H-Index - 151
eISSN - 1574-6968
pISSN - 0378-1097
DOI - 10.1111/j.1574-6968.2002.tb11070.x
Subject(s) - hydroxylation , in vivo , in vitro , biochemistry , biosynthesis , chemistry , enzyme , sugar , stereochemistry , biology , genetics
The rdm genes B , C and E from Streptomyces purpurascens encode enzymes that tailor aklavinone and aclacinomycins. We report that in addition to hydroxylation of aklavinone to ?‐rhodomycinone, RdmE (aklavinone‐11‐hydroxylase) hydroxylated 11‐deoxy‐β‐rhodomycinone to β‐rhodomycinone both in vivo and in vitro. 15‐Demethoxyaklavinone and decarbomethoxyaklavinone did not serve as substrates. RdmC (aclacinomycin methyl esterase) converted aclacinomycin T (AcmT) to 15‐demethoxyaclacinomycin T, which was in turn converted to 10‐decarbomethoxyaclacinomycin T and then to rhodomycin B by RdmB (aclacinomycin‐10‐hydroxylase). RdmC and RdmB were most active on AcmT, the one‐sugar derivative, with their activity decreasing by 70–90% on two‐ and three‐sugar aclacinomycins. Aclacinomycin A competitively inhibited the AcmT modifications at C‐10. The results presented here suggest that in vivo the modifications at C‐10 take place principally after addition of the first sugar.