Microbial transformation of immunosuppressive compounds. I. Desmethylation of FK506 and immunomycin (FR 900520) by Actinoplanes sp. ATCC 53771

T S Chen; B H Arison; L S Wicker; E S Inamine; R L Monaghan

doi:10.7164/antibiotics.45.118

Microbial transformation of immunosuppressive compounds. I. Desmethylation of FK506 and immunomycin (FR 900520) by Actinoplanes sp. ATCC 53771

J Antibiot (Tokyo). 1992 Jan;45(1):118-23. doi: 10.7164/antibiotics.45.118.

Authors

T S Chen¹, B H Arison, L S Wicker, E S Inamine, R L Monaghan

Affiliation

¹ Merck Sharp & Dohme Research Laboratory, Rahway, New Jersey 07065.

PMID: 1372307
DOI: 10.7164/antibiotics.45.118

Abstract

The immunosuppressants FK506 and FR 900520 were desmethylated by Actinoplanes sp. ATCC 53771 to yield various O-desmethylated products. The products were isolated and purified by solvent extraction and HPLC chromatography, and identified by NMR and MS spectroscopy.

MeSH terms

Actinomycetales / metabolism*
Animals
Cells, Cultured
Chromatography, High Pressure Liquid
Fermentation
Immunosuppressive Agents / chemistry
Immunosuppressive Agents / metabolism*
Magnetic Resonance Spectroscopy
Mass Spectrometry
Methylene Chloride
Mice
Molecular Conformation
Molecular Structure
Piperidines / chemistry
Piperidines / metabolism*
Spectrometry, Mass, Fast Atom Bombardment
T-Lymphocytes / drug effects
Tacrolimus / chemistry
Tacrolimus / metabolism*

Substances

Immunosuppressive Agents
Piperidines
Methylene Chloride
immunomycin
Tacrolimus