Isolation and characterization of bacteria degrading chlorinated organophosphate esters, persistent organophosphorus compounds

• Project/Area Number: 16310054
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Environmental technology/Environmental materials
• Research Institution: Nagaoka University of Technology
• Principal Investigator: KERA Yoshio Nagaoka University of Technology, Department of Environmental and Civil Engineering, Professor (00137168)
• Co-Investigator(Kenkyū-buntansha): TAKAHASHI Shouji Nagaoka University of Technology, Department of Environmental and Civil Engineering, Associate Professor (90324011)
• Project Period (FY): 2004 – 2007
• Project Status: Completed (Fiscal Year 2007)
• Budget Amount: ¥15,860,000 (Direct Cost: ¥15,500,000、Indirect Cost: ¥360,000); Fiscal Year 2007: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2006: ¥1,200,000 (Direct Cost: ¥1,200,000); Fiscal Year 2005: ¥7,300,000 (Direct Cost: ¥7,300,000); Fiscal Year 2004: ¥5,800,000 (Direct Cost: ¥5,800,000)
• Keywords: persistent organic compounds / chlorinated compounds / organophosphate esters / tris(1,3-dichloro-2-propyl)phosphate / tris(2-chloroethyl) phosphate / biodegradation / Tris (1,3-dichloro-2-propy1)phosphate / Tris (2-chloroethy1)phosphate / 分解微生物 / 難分解性 / 有害物 / スクリーニング

Research Abstract

Organophosphate esters(OPEs) constitute the predominant group of phosphorus-containing flame-retardants and plasticizers, as well as of agricultural pesticides and herbicides. These OPE flame-retardants and plasticizers are widely used worldwide in diverse materials, such as plastics, polymeric foams, rubbers, textiles and building materials. Among them, chlorinated organophosphate esters, such as tris(2-chloroethyl) phosphate (TCEP) or tris(1,3-dichloro-2-propyl) phosphate (TDCPP) have several toxic effects including carcinogenic and immunotoxic activities. However, microorganisms or enrichment culture capable of readily degrading the chlorinated OPEs have not been reported.
In this study, for the first time, we succeed in obtaining two mixed bacterial cultures capable of rapidly degrading both TCEP and TDCPP by enrichment using each compound as the sole phosphorus source, and analyzed their degradation ability and generated metabolites. Then we isolate two bacteria from the mixed bacterial cultures, and identified and designated them as Sphingomonas sp. strain TDK1 and Sphingobium sp. strainTCM1. Both strains can degrade TDCPP and TCEP.
In the degradation of TCEP and TDCPP, we detected 2-chloroethanol (2-CE) and 1,3-dichloro-2-propanol (1,3-DCP) as a metabolite by a gas chromatography-mass spectroscopy (GC-MS) analysis, respectively. This is the first report that the chloroalcohols were produced as a metabolite of the chlorinated OPEs by microbial degradation and indicated the cleavage of phosphoester bond in their degradation pathways.
The phosphoesterase, the enzyme catalyzing the first step of the degradation of TDCPP and TCEP, were localized the soluble fraction of the bacterial cell. We purified the enzyme 68-fold from cell-free extracts of Sphingobium sp. strainTCM1, to near homogeneity. The enzyme is a monomer and molecular mass was 62.7 kDa.

Research Products

• [Journal Article] Enrichment and Molecular Characterization of Chlorinated Organophosphate Esters-Degrading Mixed Bacterial Cultures
  • Author(s): Shouji Takahashi, Koji Kawashima, Manami Kawasaki, Jun Kamito, Yusuke Endo, Kumiko Akatsu, Tadatoshi Horino, Ryo-hei Yamada, and Yoshio Kera
  • Journal Title: Journal of Bioscience and Bioengineering (印刷中)
  • Description: 「研究成果報告書概要(和文)」より
  • Peer Reviewed
• [Journal Article] Enrichment and Characterization of Chlorinated Organophosphate Esters-Degrading Mixed Bacterial Cultures
  • Author(s): Shouji, Takahashi, Koji, Kawashima, Manami, Kawasaki, Jun, Kamito, Yusuke, Endo, Kumiko, Akatsu, Tadatoshi, Horino, Ryo-hei, Yamada, Yoshio, Kera
  • Journal Title: Journal of Bioscience and Bioengineering (in press)
  • NAID: 110006835664
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Enrichment and Molecular Characterization of Chlorinated Organophosphate Esters-Degrading Mixed Bacterial Cultures
  • Author(s): Shouji Takahashi, Koji Kawashima, Manami Kawasaki, Jun Kamito, Yusuke Endo, Kumiko Akatsu, Tadatoshi Horino, Ryo-hei Yamada, and Yoshio Kera
  • Journal Title: Journal of Bioscience and Bioengineering (印刷中)
  • Peer Reviewed
• [Presentation] Isolation and characterization of tris(1,3-dichloro-2-propyl)phosphate degrading bacterium, Sphingomonas sp. strain TDK1. (2008)
  • Author(s): Hongde Xu, Jun-ichi Mori, Jun Morino, Kouji Kawashima, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Tris(2-chloroethyl)phosphate-degrading characteristics of Sphingobium sp. TCM1 and purification of the responsible enzyme. (2008)
  • Author(s): Shingo Mori, Yuka Doi, Jun-ichi Mori, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Development of purification method for tris(1,3-dichloro-2-propyl)phosphate-degrading enzyme of Sphingomonas sp. TDK1. (2008)
  • Author(s): Jun Morino, Jun-ichi Mori, Isao Konuma, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Isolation and characterization of tris(1,3-dichloro-2-propyl) phosphate degrading bacterium, Sphingomonas sp. strain TDK1 (2008)
  • Author(s): Hongde, Xu, Jun-ichi, Mori, Jun, Morino, Kouji, Kawashima, Shouji, Takahashi, Yoshio, Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Tris(2-chloroethyl) phosphate-degrading characteristics of Sphingobium sp. TCM1 and purification of the responsible enzyme (2008)
  • Author(s): Shingo, Mori, Yuka, Doi, Jun-ichi, Mori, Shouji, Takahashi, Yoshio, Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Development of purification method for tris(1,3-dichloro-2-propyl) phosphate-degrading enzyme of Sphingomonas sp. TDK1 (2008)
  • Author(s): Jun, Morino, Jun-ichi, Mori, Isao, Konuma, Shouji, Takahashi, Yoshio, Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2008-01-22
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Isolation and characterization of tris (1,3-dichloro-2-propyl)phosphate degrading bacterium, Sphingomonas sp. strain TDK1. (2008)
  • Author(s): Hongde Xu, Jun-ichi Mori, Jun Morino, Kouji Kawashima, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
• [Presentation] Tris (2-chloroethyl) phosphate-degrading characteristics of Sphingobium sp. TCM1 and purification of the responsible enzyme. (2008)
  • Author(s): Shingo Mori, Yuka Doi, Jun-ichi Mori, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
• [Presentation] Development of purification method for tris (1,3-dichloro-2-propyl)phosphate-degrading enzyme of Sphingomonas sp. TDK1. (2008)
  • Author(s): Jun Morino, Jun-ichi Mori, Isao Konuma, Shouji Takahashi, Yoshio Kera
  • Organizer: The 21st Century's COE Program The 8th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2008-01-22
• [Presentation] Sphingomonas sp. TDK1株によるリン酸トリス(1,3-ジクロロ-2-プロピル)分解に及ぼす諸因子について. (2007)
  • Author(s): 盛野 淳・徐 紅徳・小沼 功・高橋 祥司・解良 芳夫
  • Organizer: 第59回日本生物工学会大会
  • Place of Presentation: 東広島市、広島大学
  • Year and Date: 2007-09-27
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Factors that influence the degradation of tris(1,3-dichloro-2-propyl) phosphate by Sphingomonas sp. Strain TDK1 (2007)
  • Author(s): Jun, Morino, Hongde, Xu, Isao, Konuma, Shouji, Takahasi, Yoshio, Kera
  • Organizer: The 59th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Higashi-hirosima, Hiroshima University
  • Year and Date: 2007-09-27
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Sphingobium sp. TCM1株によるリン酸トリス2-クロロエチルの分解. (2007)
  • Author(s): 森 慎吾・土居 由佳・森 淳一・高橋 祥司・解良 芳夫
  • Organizer: 第59回日本生物工学会大会
  • Place of Presentation: 東広島市、広島大学
  • Year and Date: 2007-09-26
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Degradation characteristics of tris(2-chloroethyl) phosphate by Sphingobium sp. Strain TCM1 (2007)
  • Author(s): Shingo, Mori, Yuka, Doi, Junichi, Mori, Shouji, Takahasi, Yoshio, Kera
  • Organizer: The 59th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Higashi-hirosima, Hiroshima University
  • Year and Date: 2007-09-26
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Degradation of tris(1,3-dichloro-2-propyl)phosphate by Sphingomonas sp. strain TDK1. (2006)
  • Author(s): Isao Konuma, Jun Morino, Kouji Kawashima, Shouji Takahashi, Yoshio Kera and Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 7th International Symposium "Global Renaissance by Green Energy Revolution",
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2006-09-30
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Isolation and characterization of a tris(2-chloroethyl)phosphate-degrading bacterium. (2006)
  • Author(s): Ikuko Satake, Shingo Mori, Manami Kawasaki, Shouji Takahashi, Yoshio Kera and Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 7th International Symposium "Global Renaissance by Green Energy Revolution",
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2006-09-30
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Degradation of tris(1,3-dichloro-2-propyl) phosphate by Sphingomonas sp. strain TDK1 (2006)
  • Author(s): Isao, Konuma, Jun, Morino, Kouji, Kawashima, Shouji, Takahashi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 7th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2006-09-30
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Isolation and characterization of a tris(2-chloroethyl) phosphate-degrading bacterium (2006)
  • Author(s): Ikuko, Satake, Shingo, Mori, Manami, Kawasaki, Shouji, Takahashi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 7th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2006-09-30
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] 難分解性リン酸トリス2-クロロエチル分解菌の単離. (2006)
  • Author(s): 佐竹 育子・森 慎吾・川崎 愛美・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 第58回日本生物工学会大会
  • Place of Presentation: 豊中市、大阪大学
  • Year and Date: 2006-09-11
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Sphingomonas sp. TDK1株によるTris(1,3-dichloro-2-propyl)phosphate分解. (2006)
  • Author(s): 小沼 功・盛野 淳・川島 浩司・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 第58回日本生物工学会大会
  • Place of Presentation: 豊中市、大阪大学
  • Year and Date: 2006-09-11
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Isolation of a tris(2-chloroethyl) phosphate-degrading bacterium (2006)
  • Author(s): Ikuko, Satake, Shingo, Mori, Manami, Kawasaki, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 58th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Toyonaka, Osaka University
  • Year and Date: 2006-09-11
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Degradation of tris(1,3-dichloro-2-propyl) phosphate by Sphingomonas sp. Strain TDK1 (2006)
  • Author(s): Isao, Konuma, Jun, Morino, Kouji, Kawashima, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 58th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Toyonaka, Osaka University
  • Year and Date: 2006-09-11
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Isolation and characterization of bacteria degrading tris(2-chloroethyl)phosphate, a persistent organophosphorus compound. (2006)
  • Author(s): Manami Kawasaki, Ikuko Satake, Yusuke Endo, Shouji Takahashi, Yoshio Kera, Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 6th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2006-01-26
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Isolation and characterization of bacteria degrading tris(1,3-dichloro-2-propyl)phosphate, a persistent organophosphorus compound. (2006)
  • Author(s): Kouji Kawashima, Isao Konuma, Jun Kamito, Shouji Takahashi, Yoshio Kera, Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 6th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2006-01-26
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Isolation and characterization of bacteria degrading tris(2-chloroethyl) phosphate, a persistent organophosphorus compound (2006)
  • Author(s): Manami, Kawasaki, Ikuko, Satake, Yusuke, Endo, Shouji, Takahashi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 6th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2006-01-26
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Isolation and characterization of bacteria degrading tris(1,3-dichloro-2-propyl) phosphate, a persistent organophosphorus compound (2006)
  • Author(s): Kouji, Kawashima, Isao, Konuma, Jun, Kamito, Shouji, Takahashi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 6th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2006-01-26
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] 難分解性Tris(2-chloroethyl)phosphateの微生物分解. (2005)
  • Author(s): 川崎 愛美・佐竹 育子・遠藤 祐介・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 日本生物工学会平成17年度大会
  • Place of Presentation: つくば市、つくば国際会議場
  • Year and Date: 2005-11-16
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] 難分解性Tris(1,3-dichloro-2-propyl)phosphateの微生物分解. (2005)
  • Author(s): 川島 浩司・小沼 功・上戸 潤・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 日本生物工学会平成17年度大会
  • Place of Presentation: つくば市、つくば国際会議場
  • Year and Date: 2005-11-16
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Microbial degradation of tris(2-chloroethyl) phosphate, a persistent organophosphorous compound (2005)
  • Author(s): Manami, Kawasaki, Ikuko, Satake, Yusuke, Endo, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 57th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Tsukuba, Tsukuba International Conference Hall
  • Year and Date: 2005-11-11
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris(1, 3-dichloro-2-propyl) phosphate, a persistent organophosphorous compound (2005)
  • Author(s): Kouji, Kawashima, Isao, Konuma, Jun, Kamito, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 57th Annual Meeting of the Society for Biotechnoloy, Japan
  • Place of Presentation: Tsukuba, Tsukuba International Conference Hall
  • Year and Date: 2005-11-11
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] 難分解性Tris(2-chloroethyl)phosphateの微生物分解. (2005)
  • Author(s): 川崎 愛美・佐竹育子・遠藤 祐介・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 日本農芸化学界 関東支部 2005年度大会
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2005-10-01
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] 難分解性Tris(1,3-dichloro-2-propyl)phosphateの微生物分解. (2005)
  • Author(s): 川島 浩司・小沼 功・上戸 潤・高橋 祥司・解良 芳夫・山田 良平
  • Organizer: 日本農芸化学界 関東支部 2005年度大会
  • Place of Presentation: 長岡市、長岡技術科学大学
  • Year and Date: 2005-10-01
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Microbial degradation of tris(2-chloroethyl) phosphate, a persistent organic compound (2005)
  • Author(s): Manami, Kawasaki, Ikuko, Satake, Yusuke, Endo, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 2005 Kanto Area Meeting of the Japan Society for Bioscience, Biotechnology, and Agrochemistry
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2005-10-01
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris(1,3-dichloro-2-propyl) phosphate, a persistent organophosphorous compound (2005)
  • Author(s): Kouji, Kawashima, Isao, Konuma, Jun, Kamito, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 2005 Kanto Area Meeting of the Japan Society for Bioscience, Biotechnology, and Agrochemistry
  • Place of Presentation: Nagaoka, Nagaoka University of Technology
  • Year and Date: 2005-10-01
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris(2-chloroethyl)phosphate, a persistent organic compound. (2005)
  • Author(s): Yusuke Endo, Manami Kawasaki, Shouji Takahashi, Yoshio Kera, Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 4th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2005-01-24
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Microbial degradation of tris(1,3-dichloro-2-propyl)phosphate, a persistent organophosphorous compound (2005)
  • Author(s): Jun Kamito, Kouji Kawashima, Shouji Takahashi, Yoshio Kera, Ryo-hei Yamada
  • Organizer: The 21st Century's COE Program The 4th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: 長岡市、ホテルニューオオタニ長岡
  • Year and Date: 2005-01-24
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Microbial degradation of tris(2-chloroethyl) phosphate, a persistent organic compound (2005)
  • Author(s): Yusuke, Endo, Manami, Kawasaki, Shouji, Takahashi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 4th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Hotel New Otani Nagaoka
  • Year and Date: 2005-01-24
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris 1, 3-dichloro-2-propyfphosphate, a persistent organophosphorous compound (2005)
  • Author(s): Jun, Kamito, Kouji, Kawashima, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 21st Century's COE Program The 4th International Symposium "Global Renaissance by Green Energy Revolution"
  • Place of Presentation: Nagaoka, Hotel New Otani Nagaoka
  • Year and Date: 2005-01-24
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] 難分解性Tris(2-chloroethyl)phosphateの微生物分解. (2004)
  • Author(s): 遠藤 祐介、堀野 定利、川崎 愛美、高橋 祥司、解良 芳夫、山田 良平
  • Organizer: 第10回バイオアッセイ研究会・日本毒性学会合同研究発表会
  • Place of Presentation: 船橋市、日本大学薬学部
  • Year and Date: 2004-09-03
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] 難分解性Tris(1,3-dichloro-2-propyl)phosphateの微生物分解 (2004)
  • Author(s): 上戸 潤、赤津 久美子、川島 浩司、高橋 祥司、解良 芳夫、山田 良平
  • Organizer: 第10回バイオアッセイ研究会・日本毒性学会合同研究発表会
  • Place of Presentation: 船橋市、日本大学薬学部
  • Year and Date: 2004-09-03
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Microbial degradation of tris(2-chloroethyl) phosphate, a persistent organophosphorous compound (2004)
  • Author(s): Yusuke, Endo, Tadatoshi, Horino, Manami, Kawasaki, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 10th Joint Meeting of the Society for Bioassay and the Japanese Society for Environmental Toxicology
  • Place of Presentation: Funabashi, Faculty of Pharmacy, Nihon University
  • Year and Date: 2004-09-03
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris(1, 3-dichloro-2-propyl) phosphate, a persistent organophosphorous compound (2004)
  • Author(s): Jun, Kamito, Kumiko, Akatsu, Kouji, Kawashima, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 10th Joint Meeting of the Society for Bioassay and the Japanese Society for Environmental Toxicology
  • Place of Presentation: Funabashi, Faculty of Pharmacy, Nihon University
  • Year and Date: 2004-09-03
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] 難分解性Tris(2-chloroethyl)phosphate分解菌のスクリーニング. (2004)
  • Author(s): 遠藤 祐介、川崎 愛美、堀野 定利、高橋 祥司、解良 芳夫、山田 良平
  • Organizer: 環境バイオテクノロジー学会第22回シンポジウム
  • Place of Presentation: 東京、東京大学
  • Year and Date: 2004-07-06
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] 難分解性Tris(1,3-dichloro-2-propyl)phosphateの微生物分解 (2004)
  • Author(s): 上戸 潤、赤津 久美子、川島 浩司、高橋 祥司、解良 芳夫、山田 良平
  • Organizer: 環境バイオテクノロジー学会第22回シンポジウム
  • Place of Presentation: 東京、東京大学
  • Year and Date: 2004-07-06
  • Description: 「研究成果報告書概要(和文)」より
• [Presentation] Screening of bacterium degrading tris(2-chloroethyl)phosphate, a persistent organophosphorous compound (2004)
  • Author(s): Yusuke, Endo, Manami, Kawasaki, Tadatoshi, Horino, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 22nd Symposium of Environmental Biotechnology
  • Place of Presentation: Tokyo University
  • Year and Date: 2004-07-06
  • Description: 「研究成果報告書概要(欧文)」より
• [Presentation] Microbial degradation of tris(1, 3-dichloro-2-propyl) phosphate, a persistent organophosphorous compound (2004)
  • Author(s): Jun, Kamito, Kumiko, Akatsu, Kouji, Kawashima, Shouji, Takahasi, Yoshio, Kera, Ryo-hei, Yamada
  • Organizer: The 22nd Symposium of Environmental Biotechnology
  • Place of Presentation: Tokyo, Tokyo University
  • Year and Date: 2004-07-06
  • Description: 「研究成果報告書概要(欧文)」より