RRC ID |
6996
|
Author |
Sato T, Takagi R, Orito Y, Ono E, Hoshino T.
|
Title |
Novel compounds of octahydroheptaprenyl mycolic acyl ester and monocyclic C35-terpene, heptaprenylcycline B, from non-pathogenic mycobacterium species.
|
Journal |
Biosci Biotechnol Biochem
|
Abstract |
A search for C(35)-terpenes from non-saponified extracts of 12 non-pathogenic Mycobacterium species was carried out. Octahydroheptaprenyl mycolic acyl esters were isolated from M. chlorophenolicum cells which were also found from M. thermoresistibile, M. vanbaalenii, M. aichiense, M. smegmatis, and M. parafortuitum. This is the first report on a polyprenol esterified by a mycolate. A novel monocyclic C(35)-terpene possessing a ketone, named heptaprenylcycline B, was isolated, which was detected from M. chlorophenolicum and M. vanbaalenii. The biosynthetic pathway to heptaprenylcycline B was investigated with ancymidol which acts as an inhibitor of a P450 monooxygenase. This experiment suggested that the P450 monooxygenase may be responsible for the production of heptaprenylcycline B.
|
Volume |
74(1)
|
Pages |
147-51
|
Published |
2010-1-1
|
DOI |
10.1271/bbb.90669
|
PII |
JST.JSTAGE/bbb/90669
|
PMID |
20057120
|
MeSH |
Biocatalysis
Cytochrome P-450 Enzyme Inhibitors
Cytochrome P-450 Enzyme System / metabolism
Enzyme Inhibitors / pharmacology
Esters / chemistry*
Esters / isolation & purification*
Magnetic Resonance Spectroscopy
Mass Spectrometry
Mycobacterium / chemistry*
Mycobacterium / metabolism
Mycolic Acids / chemistry*
Terpenes / chemistry
Terpenes / isolation & purification*
Terpenes / metabolism
|
IF |
1.516
|
Times Cited |
10
|
WOS Category
|
FOOD SCIENCE & TECHNOLOGY
CHEMISTRY, APPLIED
BIOTECHNOLOGY & APPLIED MICROBIOLOGY
BIOCHEMISTRY & MOLECULAR BIOLOGY
|
Resource |
General Microbes |
JCM 6377
JCM 6376
JCM 6366
JCM 7439
JCM 6371
JCM 6375
JCM 6364
JCM 6367
JCM 6370
JCM 6386
JCM 6362
JCM 13017 |