Identification of novel metabolites in the degradation of phenanthrene by Sphingomonas sp strain P2

被引:125
作者
Pinyakong, O
Habe, H
Supaka, N
Pinpanichkarn, P
Juntongjin, K
Yoshida, T
Furihata, K
Nojiri, H
Yamane, H
Omori, T
机构
[1] Univ Tokyo, Biotechnol Res Ctr, Bunkyo Ku, Tokyo 1138657, Japan
[2] Chulalongkorn Univ, Fac Sci, Dept Microbiol, Bangkok 10330, Thailand
[3] Univ Tokyo, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
关键词
phenanthrene; Sphingomonas sp; biodegradation; 5,6-benzocoumarin;
D O I
10.1016/S0378-1097(00)00380-3
中图分类号
Q93 [微生物学];
学科分类号
071005 ; 100705 ;
摘要
Sphingomonas sp. strain P2, which is capable of utilizing phenanthrene as a sole carbon and energy source, was isolated from petroleum-contaminated soil in Thailand. Gas chromatography-mass spectrometry and H-1 and C-13 nuclear magnetic resonance analyses revealed two novel metabolites from the phenanthrene degradation pathway. One was identified as 5,6-benzocoumarin, which was derived by dioxygenation at the 1- and 2-positions of phenanthrene, and the other was determined to be 1,5-dihydroxy-2-naphthoic acid. Other metabolites from phenanthrene degradation were identified as 7,8-benzocoumarin, 1-hydroxy-2-naphthoic acid and coumarin. From these results. it is suggested that strain P2 call degrade phenanthrene via dioxygenation at both 1.2- and 3,4-positions followed by meta-cleavage. (C) 2000 Federation of European Microbiological Societies. Published by Elsevier Science B.V. All rights reserved.
引用
收藏
页码:115 / 121
页数:7
相关论文
共 19 条
[1]   OXIDATIVE METABOLISM OF PHENANTHRENE AND ANTHRACENE BY SOIL PSEUDOMONADS - RING-FISSION MECHANISM [J].
EVANS, WC ;
FERNLEY, HN ;
GRIFFITHS, E .
BIOCHEMICAL JOURNAL, 1965, 95 (03) :819-+
[2]   INDIGENOUS AND ENHANCED MINERALIZATION OF PYRENE, BENZO[A]PYRENE, AND CARBAZOLE IN SOILS [J].
GROSSER, RJ ;
WARSHAWSKY, D ;
VESTAL, JR .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1991, 57 (12) :3462-3469
[3]   Biochemical and genetic characterization of 2-carboxybenzaldehyde dehydrogenase, an enzyme involved in phenanthrene degradation by Nocardioides sp. strain KP7 [J].
Iwabuchi, T ;
Harayama, S .
JOURNAL OF BACTERIOLOGY, 1997, 179 (20) :6488-6494
[4]   Biochemical and genetic characterization of trans-2′-carboxybenzalpyruvate hydratase-aldolase from a phenanthrene-degrading Nocardioides strain [J].
Iwabuchi, T ;
Harayama, S .
JOURNAL OF BACTERIOLOGY, 1998, 180 (04) :945-949
[5]   Biochemical and molecular characterization of 1-hydroxy-2-naphthoate dioxygenase from Nocardioides sp. KP7 [J].
Iwabuchi, T ;
Harayama, S .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (14) :8332-8336
[6]   DIHYDRODIOLS FROM ANTHRACENE AND PHENANTHRENE [J].
JERINA, DM ;
SELANDER, H ;
YAGI, H ;
WELLS, MC ;
DAVEY, JF ;
MAHADEVAN, V ;
GIBSON, DT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (19) :5988-5996
[7]   Evidence for the role of 2-hydroxychromene-2-carboxylate isomerase in the degradation of anthracene by Sphingomonas yanoikuyae B1 [J].
Kim, EB ;
Zylstra, GJ ;
Freeman, JP ;
Heinze, TM ;
Deck, J ;
Cerniglia, CE .
FEMS MICROBIOLOGY LETTERS, 1997, 153 (02) :479-484
[8]   CLONING AND CHARACTERIZATION OF A CHROMOSOMAL GENE-CLUSTER, PAH, THAT ENCODES THE UPPER PATHWAY FOR PHENANTHRENE AND NAPHTHALENE UTILIZATION BY PSEUDOMONAS-PUTIDA OUS82 [J].
KIYOHARA, H ;
TORIGOE, S ;
KAIDA, N ;
ASAKI, T ;
IIDA, T ;
HAYASHI, H ;
TAKIZAWA, N .
JOURNAL OF BACTERIOLOGY, 1994, 176 (08) :2439-2443
[9]   DEGRADATION OF PHENANTHRENE THROUGH OMICRON-PHTHALATE BY AN AEROMONAS SP [J].
KIYOHARA, H ;
NAGAO, K ;
NOMI, R .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1976, 40 (06) :1075-1082
[10]   CATABOLISM OF PHENANTHRENE AND NAPHTHALENE BY BACTERIA [J].
KIYOHARA, H ;
NAGAO, K .
JOURNAL OF GENERAL MICROBIOLOGY, 1978, 105 (MAR) :69-75