Finding the coenzyme A binding sites and mechanism of enantioselectivity of firefly luciferase catalyzed thioesterification reaction

2013 Fiscal Year Final Research Report

• Project/Area Number: 23750197
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemistry related to living body
• Research Institution: University of Hyogo
• Principal Investigator: KATO Dai-ichiro 兵庫県立大学, 工学(系)研究科(研究院), 助教 (60423901)
• Project Period (FY): 2011 – 2013
• Keywords: ホタルルシフェラーゼ / チオエステル化 / 立体選択性 / 補酵素A / 結合部位

Research Abstract

Firefly luciferase, which is very famous enzyme for bioluminescence reaction, can also catalyze the enantioselective thioesterification reaction toward 2-arylpropanoic acid. The detail catalytic mechanisms for enantioselectivity and/or a binding site of coenzyme A, however, were not disclosed. Thus in this project, we tried to find the binding site for coenzyme A and tried to explain the mechanism of enantioselectivity toward 2-arylpropanoic acid. Finally we achieved to find some important residues for identifying of substrate chirality.

Research Products

• [Journal Article] Confirmation of color determination factors for Ser286 derivatives of firefly luciferase from Luciola cruciata (LUC-G) (2013)
  • Author(s): D.Kato, T.Kubo, M.Maenaka, K.Niwa, Y.Ohmiya, M.Takeoa, S.Negoro
  • Journal Title: J. Mol. Catal. B : Enzymatic Volume: 87 Pages: 18-23
  • Peer Reviewed
• [Journal Article] Interconversion of ketoprofen recognition in firefly luciferase-catalyzed enantioselective thioesterification reaction using from Pylocoeria miyako (PmL) and Hotaria parvura (HpL) just by mutating two amino acid residues (2013)
  • Author(s): D.Kato, Y.Hiraishi, M.Maenaka, K.Yokoyama, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Journal Title: J. Biotechnol Volume: 168 Pages: 277-283
  • Peer Reviewed
• [Journal Article] A Route from Darkness to Light : Emergence and Evolution of Luciferase Activity in AMP-CoA-Ligases Inferred from a Mealworm Luciferase-like Enzyme (2013)
  • Author(s): V.R.Viviani, R.A.Prado, D.R.Neves, D.Kato, J.A.Barbosa
  • Journal Title: Biochemistry Volume: 52(23) Pages: 3963-3973
  • Peer Reviewed
• [Journal Article] Enantioselective thioesterification activity in bioluminescent enzyme, firefly luciferase (2012)
  • Author(s): D.Kato, Y.Hiraishi, K.Yokoyama, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Journal Title: Luminescence Volume: 27 Pages: 124-125
  • Peer Reviewed
• [Journal Article] Color tuning of bioluminescence reaction by modifying the hydrogen bond network around the active site in firefly luciferase (2012)
  • Author(s): M.Maenaka, D.Kato, T.Kubo, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Journal Title: Luminescence Volume: 27 Pages: 137-138
  • Peer Reviewed
• [Journal Article] Quantum yield and kinetics of the bioluminescence reaction using various beetle luciferases (2012)
  • Author(s): K.Niwa, Y.Ichino, M.Maenaka, T.Kubo, Y.Hiraishi, D.Kato, Y.Ohmiya
  • Journal Title: Luminescence Volume: 27 Pages: 147-148
  • Peer Reviewed
• [Journal Article] Enantiodifferentiation of Ketoprofen by Japanese Firefly Luciferase from Luciola lateralis (2011)
  • Author(s): D.Kato, T.Tatsumi, A.Bansho, K.Teruya, H.Yoshida, M.Takeo, S.Negoro
  • Journal Title: J. Mol. Catal. B : Enzymatic Volume: 69 Pages: 140-146
  • Peer Reviewed
• [Journal Article] Enzyme Encapsulation in Freeze-dried Bionanocomposites Prepared from Chitosan and Xanthan Gum Blend (2011)
  • Author(s): H.Liu, K.Nakagawa, D.Kato, D.Chaudhary, M.O.Tadé
  • Journal Title: Mater. Chem. Phys. Volume: 129 Pages: 488-494
  • Peer Reviewed
• [Journal Article] Comparison of Acyl-CoA Synthetic Activities and Enantioselectivity toward 2-Arylpropanoic Acids in Firefly Luciferases (2011)
  • Author(s): D.Kato, K.Yokoyama, Y.Hiraishi, M.Takeo, S.Negoro
  • Journal Title: Biosci. Biotech. Biochem. Volume: 75 Pages: 1758-1762
  • Peer Reviewed
• [Presentation] デラセミ化プロセスを利用したキラルフリーなホタルルシフェラーゼ発光反応システムの構築 (2014)
  • Author(s): 加藤太一郎,白川大暉,奥田真利,丹羽一樹,町田幸大,今高寛晃,武尾正弘,根来誠司
  • Organizer: 第65回日本生物工学会大会講演要旨集
  • Place of Presentation: 広島国際会議場 (1P-075, ポスター発表)
  • Year and Date: 20140918-20
• [Presentation] ルシフェリンアナログとホタルルシフェラーゼの相互作用と発光色の関係 (2014)
  • Author(s): 加藤太一郎,前中美華,白川大暉,丹羽一樹,近江谷克裕,武尾正弘,根来誠司
  • Organizer: 第65回日本生物工学会大会講演要旨集
  • Place of Presentation: 広島国際会議場 (2P-064, ポスター発表)
  • Year and Date: 20140918-20
• [Presentation] ホタルの生合成経路を模倣したL-ルシフェリン発光システムの構築 (2014)
  • Author(s): 加藤太一郎,白川大暉,奥田真利,丹羽一樹,町田幸大,今高寛晃,武尾正弘,根来誠司
  • Organizer: 生物発光化学発光研究会第30回学術講演会要旨集
  • Place of Presentation: 東京工業大学蔵前会館 (P17, ポスター発表)
  • Year and Date: 2014-11-02
• [Presentation] Active site environment effects on the catalytic activities of firefly luciferase (2013)
  • Author(s): D.Kato, M.Maenaka, T.Kubo, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Organizer: Biotrans2013
  • Place of Presentation: Exchange Conference central at Manchester Central, Manchester, UK (129, ポスター発表)
  • Year and Date: 20130721-25
• [Presentation] Firefly Luciferases Bioluminescence Activity Profile Based on Quantum Yield and Kinetics (2013)
  • Author(s): K.Niwa, Y.Ichino, D.Kato, Y.Nakajima, Y.Ohmiya
  • Organizer: Biotrans2013
  • Place of Presentation: Exchange Conference central at Manchester Central, Manchester, UK (208, ポスター発表)
  • Year and Date: 20130721-25
• [Presentation] Finding the enantioselective thioesterification activity in firefly luciferase (2012)
  • Author(s): D.Kato, Y.Hiraishi, K.Yokoyama, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Organizer: 7th CeBiTec Symposium "Bio-integrated Organic Synthesis in Industry : Biocatalytic Breakthroughs, Industrial Processes, Emerging Fields"
  • Place of Presentation: Center for Interdisciplinary Research (ZiF), Bielefeld University, Germany (P24, ポスター発表)
  • Year and Date: 20121217-19
• [Presentation] ホタルルシフェラーゼの発光反応における水素結合ネットワークの重要性 (2012)
  • Author(s): 前中美華,加藤太一郎,久保貴矢,丹羽一樹,近江谷克裕,武尾正弘,根来誠司
  • Organizer: 第64回日本生物工学会大会要旨集
  • Place of Presentation: 神戸国際会議場 (4Ca07, 口頭発表)
  • Year and Date: 20121023-26
• [Presentation] Enantioselective thioesterification activity in bioluminescent enzyme, firefly luciferase (2012)
  • Author(s): D.Kato, Y.Hiraishi, K.Yokoyama, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Organizer: ISBC2012 - 17th International Symposium on Bioluminescence and Chemiluminescence
  • Place of Presentation: Guelph, Canada (P18, ポスター発表)
  • Year and Date: 20120528-0602
• [Presentation] Color tuning of bioluminescence reaction by modifying the hydrogen bond network around the active site in firefly luciferase (2012)
  • Author(s): M.Maenaka, D.Kato, T.Kubo, K.Niwa, Y.Ohmiya, M.Takeo, S.Negoro
  • Organizer: ISBC2012 - 17th International Symposium on Bioluminescence and Chemiluminescence
  • Place of Presentation: Guelph, Canada (P20, ポスター発表)
  • Year and Date: 20120528-0602
• [Presentation] Quantum yield and kinetics of the bioluminescence reaction using various beetle luciferases (2012)
  • Author(s): K.Niwa, Y.Ichino, M.Maenaka, T.Kubo, Y.Hiraishi, D.Kato, Y.Ohmiya
  • Organizer: ISBC2012 - 17th International Symposium on Bioluminescence and Chemiluminescence
  • Place of Presentation: Guelph, Canada (session Bioluminescence - fundamental(III), 口頭発表)
  • Year and Date: 20120528-0602
• [Presentation] Acyl-CoA synthetase (ACS) can catalyze the amide bond formation reaction between fatty acid and amino acid (2011)
  • Author(s): D.Kato, T.Kamon, E.Nishimura, M.Takeo, S.Negoro
  • Organizer: Biotrans2011 - 10th International Symposium on Biocatalysis
  • Place of Presentation: Giardini Naxos (Messina) Sicily, Italy (P140, ポスター発表)
  • Year and Date: 20111002-06
• [Presentation] ホタルルシフェラーゼが触媒するチオエステル化反応で基質認識をつかさどる部位の解析 (2011)
  • Author(s): 加藤太一郎,平石善洋,武尾正弘,根来誠司
  • Organizer: 第63回日本生物工学会大会(2011)講演要旨集
  • Place of Presentation: 東京農工大学小金井キャンパス ( 92Dp16, 口頭発表)
  • Year and Date: 20110926-28
• [Presentation] アシル-CoAシンセターゼは脂肪酸とアミノ酸のアミド化反応も触媒できる (2011)
  • Author(s): 加藤太一郎,掃部恭弘,西村絵梨子,武尾正弘,根来誠司
  • Organizer: 第63回日本生物工学会大会(2011)講演要旨集
  • Place of Presentation: 東京農工大学小金井キャンパス (3Da07, 口頭発表)
  • Year and Date: 20110926-28
• [Presentation] 活性部位周辺の水素結合ネットワークに着目したホタルルシフェラーゼの発光色制御 (2011)
  • Author(s): 前中美華,加藤太一郎,久保貴矢,丹羽一樹,近江谷克裕,武尾正弘,根来誠司
  • Organizer: 第15回生体触媒化学シンポジウム(東京)要旨集
  • Place of Presentation: 慶應義塾大学薬学部芝共立キャンパス (P09, ポスター発表)
  • Year and Date: 2011-12-22
• [Presentation] ゲンジボタル由来ルシフェラーゼ活性中心における酵素-基質間相互作用 (2011)
  • Author(s): 前中美華,加藤太一郎,丹羽一樹,近江谷克裕,武尾正弘,根来誠司
  • Organizer: 生物発光化学発光研究会第28回学術講演会要旨集
  • Place of Presentation: 長崎大学文教キャンパス (P02, ポスター発表)
  • Year and Date: 2011-10-08
• [Presentation] ゲンジボタル由来ルシフェラーゼ活性中心Ser286変異体の発光活性解析 (2011)
  • Author(s): 久保貴矢,加藤太一郎,前中美華,丹羽一樹,近江谷克裕,武尾正弘,根来誠司
  • Organizer: 生物発光化学発光研究会第28回学術講演会要旨集
  • Place of Presentation: 長崎大学文教キャンパス (P03, ポスター発表)
  • Year and Date: 2011-10-08
• [Remarks]
  • URL: http://www.eng.u-hyogo.ac.jp/msc/msc3/top.html