Literature DB >> 3968076

Acid-catalyzed formation of isoprene from a mevalonate-derived product using a rat liver cytosolic fraction.

E S Deneris, R A Stein, J F Mead.   

Abstract

Isoprene formation in a rat liver cytosolic fraction is shown to be increased 146-fold by acid treatment. This acid catalysis is dependent upon prior incubation of the cytosolic fraction with DL-mevalonate and is stimulated when the incubation also contains ATP. Formation of isoprene proceeds linearly through 5 h of acid treatment and is nearly complete at 10 h. These results suggest that the acid-catalyzed isoprene formation arises from the decomposition of dimethylallyl pyrophosphate via a carbonium ion mechanism. Chemical model studies using 3-methyl-2-buten-1-ol and 3-methyl-3-buten-1-ol (the alcohols corresponding to dimethylallyl pyrophosphate and isopentenyl pyrophosphate, respectively) confirm this hypothesis. At a pH less than or equal to 1, an 85% decomposition of 3-methyl-2-buten-1-ol to isoprene occurred after 24 h, while 3% of 3-methyl-3-buten-1-ol was converted to isoprene under identical conditions and time. It is concluded that the predominant immediate precursor of isoprene is dimethylallyl pyrophosphate and at low pH the ultimate fate of dimethylallyl pyrophosphate is complete conversion to isoprene. These conclusions have important biochemical and methodological implications.

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Year:  1985        PMID： 3968076

Source DB:  PubMed          Journal:  J Biol Chem        ISSN： 0021-9258            Impact factor:   5.157


  10 in total

1.  Relations between isoprene and nitric oxide in exhaled breath and the potential influence of outdoor ozone: a pilot study.

Authors:  Alya Khan; Norbert Staimer; Thomas Tjoa; Pietro Galassetti; Donald R Blake; Ralph J Delfino
Journal:  J Breath Res       Date:  2013-09-03       Impact factor: 3.262

2.  Abstracts of the 6th FECS Conference 1998 Lectures.

Authors:  F S Rowland; D R Blake; B R Larsen; A Lindskog; P J Peterson; W P Williams; T J Wallington; M J Pilling; N Carslaw; D J Creasey; D E Heard; P Jacobs; J Lee; A C Lewis; J B McQuaid; W R Stockwell; H Frank; P Sacco; V Cocheo; E Lynge; A Andersen; R Nilsson; L Barlow; E Pukkala; R Nordlinder; P Boffetta; P Grandjean; P Heikkil; L G Hürte; R Jakobsson; I Lundberg; B Moen; T Partanen; T Riise; A Borowiak; E De Saeger; K G Schnitzler; G Gravenhorst; H W Jacobi; S Moelders; G Lammel; G Busch; F O Beese; F J Dentener; J Feichter; K Fraedrich; G J Roelofs; R Friedrich; S Reis; F Voehringer; D Simpson; N Moussiopoulos; P Sahm; P M Tourlou; R Salmons; D Papameletiou; J M Maqueda; P B Suhr; W Bell; C Paton-Walsh; P T Woods; R H Partridge; J Slemr; F Slemr; N Schmidbauer; A R Ravishankara; M E Jenkin; G de Leeuw; A M van Eijk; A I Flossmann; W Wobrock; P G Mestayer; B Tranchant; E Ljungström; R Karlsson; S E Larsen; M Roemer; P J Builtjes; B Koffi; E N Koffi; E De Saeger; H Ro-Poulsen; T N Mikkelsen; P Hummelshøj; M F Hovmand; B R Simoneit; A van der Meulen; M B Meyer; T Berndt; O Böge; F Stratmann; G R Cass; R M Harrison; J P Shi; T Hoffmann; B Warscheid; R Bandur; U Marggraf; W Nigge; R Kamens; M Jang; M Strommen; C J Chien; K Leach; M Ammann; M Kalberer; F Arens; V Lavanchy; H W Gâggeler; U Baltensperger; J A Davies; R A Cox; S G Alonso; R P Pastor; G A Argüello; H Willner; T Berndt; O Böge; V I Bogillo; V A Pokrovskiy; O V Kuraev; P F Gozhyk; E Bolzacchini; M Bruschi; P Fantucci; S Meinardi; M Orlandi; B Rindone; E Bolzacchini; B Bohn; B Rindone; M Bruschi; C Zetzsch; C Brussol; M Duane; B Larsen; P Carlier; D Kotzias; A B Caracena; A M Aznar; E G Ferradás; C S Christensen; H Skov; P Hummelshøj; N O Jensen; C Lohse; V Cocheo; P Sacco; C Chatzis; V Cocheo; P Sacco; C Boaretto; F Quaglio; L Zaratin; D Pagani; L Cocheo; V Cocheo; A M Asnar; A Baldan; P P Ballesta; C Boaretto; A B Caracena; E G Ferradas; N Gonzalez-Flesca; E Goelen; A B Hansen; P Sacco; E De Saeger; H Skov; V Consonni; P Gramatica; A Santagostino; P Galvani; E Bolzacchini; V Consonni; P Gramatica; R Todeschini; G Dippel; H Reinhardt; R Zellner; K Dämmer; G Bednarek; M Breil; R Zellner; A Febo; I Allegrini; C Giliberti; C Perrino; P G Fogg; H Geiger; I Barnes; K H Becker; T Maurer; F Geyskens; R Bormans; M Lambrechts; E Goelen; M Giese; H Frank; M Glasius; P Hornung; J K Jacobsen; H S Klausen; K C Klitgaard; C K Møller; A P Petersen; L S Petersen; S Wessel; T S Hansen; C Lohse; E Boaretto; J Heinemeier; M Glasius; D Di Bella; M Lahaniati; A Calogirou; N R Jensen; J Hjorth; D Kotzias; B R Larsen; N Gonzalez-Flesca; A Cicolella; M Bates; E Bastin; M A Gurbanov; K M Akhmedly; V S Balayev; K F Haselmann; R Ketola; F Laturnus; F R Lauritsen; C Grøn; H Herrmann; B Ervens; A Reese; T Umschlag; F Wicktor; R Zellner; H Herrmann; T Umschlag; K Müller; E Bolzacchini; S Meinardi; B Rindone; M E Jenkin; G D Hayman; N O Jensen; M Courtney; P Hummelshøj; C S Christensen; B R Larsen; M S Johnson; F Hegelund; B Nelander; F Kirchner; B Klotz; I Barnes; S Sørensen; K H Becker; T Etzkorn; U Platt; K Wirtz; M Martín-Reviejo; F Laturnus; E Martinez; B Cabañas; A Aranda; P Martín; S Salgado; D Rodriguez; P Masclet; J L Jaffrezo; R Hillamo; A Mellouki; S Le Calvé; G Le Bras; J Moriarty; S O'Donnell; J Wenger; H Sidebottom; M T Mingarrol; S Cosin; R P Pastor; S G Alonso; M J Sanz; I Bravo; D Gonzalez; M A Pérez; I Mustafaev; S Mammadova; J Noda; M Hallquist; S Langer; E Ljungström; K Nohara; S Kutsuna; T Ibusuki; M Oehme; S Kölliker; S Brombacher; L Merz; R P Pastor; S G Alonso; A Q Cabezas; J Peeters; L Vereecken; J El Yazal; H U Pfeffer; L Breuer; J Platz; O J Nielsen; J Sehested; T J Wallington; J C Ball; M D Hurley; A M Straccia; W F Schneider; M P Pérez-Casany; I Nebot-Gil; J Sánchez-Marín; E Putz; G Folberth; G Pfister; L Weissflog; N P Elansky; S Sørensen; I Barnes; K H Becker; M Shao; A C Heiden; D Kley; P Rockel; J Wildt; G V Silva; M T Vasconcelos; E O Fernandes; A M Santos; H Skov; A Hansen; P Løfstrøm; G Lorenzen; J R Stabel; P Wolkoff; T Pedersen; A B Strom; H Skov; O Hertel; F P Jensen; J Hjorth; B Galle; S Wallin; J Theloke; H G Libuda; F Zabel; M Touaty; B Bonsang; M Ullerstam; S Langer; E Ljungström; J Wenger; A Bonard; M Manning; S Nolan; N O'Sullivan; H Sidebottom; J Wenger; E Collins; J Moriarty; S O'Donnell; H Sidebottom; J Wenger; E Collins; J Moriarty; S O'Donnell; H Sidebottom; J Wenger; H Sidebottom; P Chadwick; B O'Leary; J Treacy; P Wolkoff; P A Clausen; C K Wilkins; K S Hougaard; G D Nielsen; V Zilinskis; G Jansons; A Peksens; A Lazdins; Y V Arinci; N Erdöl; E Ekinci; H Okutan; I Manlafalioglu; E B Bakeas; P A Siskos; L G Viras; V N Smirnioudi; J W Bottenheim; T Biesenthal; W Gong; P Makar; V Delmas; T Menard; V Tatry; J Moussafir; D Thomas; A Coppalle; T Ellermann; O Hertel; H Skov; L Frohn; O H Manscher; J Friis; R Girgzdiene; A Girgzdys; N A Gurevich; K Gårdfeldt; S Langer; C Hermans; A C Vandaele; M Carleer; S Fally; R Colin; P F Bernath; A Jenouvrier; B Coquart; M F Mérienne; O Hertel; L Frohn; H Skov; T Ellermann; H Huntrieser; H Schlager; C Feigl; K Kemp; F Palmgren; S Kiilsholm; A Rasmussen; J H Sørensen; O Klemm; H Lange; R W Larsen; N W Larsen; F Nicolaisen; G O Sørensen; J A Beukes; P B Larsen; S S Jensen; J Fenger; G de Leeuw; G Kunz; L Cohen; H Schlünzen; F Muller; M Schulz; S Tamm; G Geernaert; O Hertel; B Pedersen; L L Geernaert; S Lund; E Vignati; T Jickells; L Spokes; C Matei; O A Jinga; D C Jinga; R Moliner; C Braekman-Danheux; A Fontana; I Suelves; T Thieman; S Vassilev; H Skov; O Hertel; Z Zlatev; J Brandt; A Bastrup-Birk; T Ellermann; L Frohn; A C Vandaele; C Hermans; M Carleer; A Tsouli; R Colin; A M Windsperger; K Turi; O Dworak; C Zellweger; E Weingartner; R Rüttimann; P Hofer; U Baltensperger; A Ziv; E Iakovleva; F Palmgren; R Berkovicz; H Skov; A Alastuey; X Querol; A Chaves; A Lopez-Soler; C Ruiz; J M Andrees; I Allegrini; A Febo; M Giusto; M Angeloni; P Di Filippo; F D'Innocenzio; L Lepore; A Marconi; M Y Arshinov; B D Belan; D K Davydov; V K Kovaleskii; A P Plotinov; E V Pokrovskii; T K Sklyadneva; G N Tolmachev; M Y Arshinov; B D Belan; T K Sklyadneva; W Behnke; M Elend; U Krüger; C Zetzsch; B D Belan; M Y Arshinov; D K Davydov; V K Kovalevskii; A P Plotnikov; E V Pokrovskii; T M Rasskazchikova; T K Sklyadneva; G N Tolmachev; B D Belan; M Y Arshinov; D V Simonenkov; G N Tolmachev; M Bilde; P M Aker; C Börensen; U Kirchner; V Scheer; R Vogt; T Ellermann; L L Geernaert; S C Pryor; R J Barthelmie; A Feilberg; T Nielsen; R M Kamens; M C Freitas; A P Marques; M A Reis; L C Alves; N N Ilyinskikh; I N Ilyinskikh; E N Ilyinskikh; K Johansen; P Stavnsbjerg; P Gabrielsson; F Bak; E Andersen; H Autrup; R Kamens; M Jang; M Strommen; K Leach; U Kirchner; V Scheer; C Börensen; R Vogt; K Igor; G Svjatoslav; B Anatoliy; I L Komov; A A Istchenko; M G Lourenço; D Mactavish; A Sirois; P Masclet; J L Jaffrezo; A van der Meulen; A Milukaite; V Morkunas; P Jurgutis; A Mikelinskiene; T Nielsen; A Feilberg; M L Binderup; M Pineda; J M Palacios; E Garcia; C Cilleruelo; R Moliner; O B Popovitcheva; M E Trukhin; N M Persiantseva; Y Buriko; A M Starik; B Demirdjian; J Suzanne; T U Probst; B Rietz; Z B Alfassi; V A Pokrovskiy; R Zenobi; V M Bogatyr'ov; V M Gun'ko; X Querol; A Alastuey; A Lopez-Soler; E Mantilla; F Plana; B Artiño; A Rauterberg-Wulff; G W Israël; T A Rocha; A C Duarte; A Röhrl; G Lammel; G Spindler; K Müller; H Herrmann; M R Strommen; E Vignati; G de Leeuw; R Berkowicz
Journal:  Environ Sci Pollut Res Int       Date:  1998       Impact factor: 4.223

3.  Enzymatic synthesis of isoprene from dimethylallyl diphosphate in aspen leaf extracts.

Authors:  G M Silver; R Fall
Journal:  Plant Physiol       Date:  1991-12       Impact factor: 8.340

4.  Induction of a longer term component of isoprene release in darkened aspen leaves: origin and regulation under different environmental conditions.

Authors:  Bahtijor Rasulov; Katja Hüve; Agu Laisk; Ülo Niinemets
Journal:  Plant Physiol       Date:  2011-04-18       Impact factor: 8.340

5.  Frog volatile compounds: application of in vivo SPME for the characterization of the odorous secretions from two species of Hypsiboas treefrogs.

Authors:  Andrés E Brunetti; Josias Merib; Eduardo Carasek; Elina B Caramão; Janaina Barbará; Claudia A Zini; Julián Faivovich
Journal:  J Chem Ecol       Date:  2015-04-26       Impact factor: 2.626

6.  Effect of regulating cholesterol biosynthesis on breath isoprene excretion in men.

Authors:  B G Stone; T J Besse; W C Duane; C D Evans; E G DeMaster
Journal:  Lipids       Date:  1993-08       Impact factor: 1.880

Review 7.  Some new aspects of isoprenoid biosynthesis in plants--a review.

Authors:  T J Bach
Journal:  Lipids       Date:  1995-03       Impact factor: 1.880

Review 8.  Breath analysis as a potential and non-invasive frontier in disease diagnosis: an overview.

Authors:  Jorge Pereira; Priscilla Porto-Figueira; Carina Cavaco; Khushman Taunk; Srikanth Rapole; Rahul Dhakne; Hampapathalu Nagarajaram; José S Câmara
Journal:  Metabolites       Date:  2015-01-09

9.  A pilot study for the prediction of liver function related scores using breath biomarkers and machine learning.

Authors:  Rakesh Kumar Patnaik; Yu-Chen Lin; Ashish Agarwal; Ming-Chih Ho; J Andrew Yeh
Journal:  Sci Rep       Date:  2022-02-07       Impact factor: 4.996

10.  Quantitative analysis of volatile organic compounds released and consumed by rat L6 skeletal muscle cells in vitro.

Authors:  Paweł Mochalski; Ramona Al-Zoairy; Andreas Niederwanger; Karl Unterkofler; Anton Amann
Journal:  J Breath Res       Date:  2014-10-13       Impact factor: 3.262
  10 in total

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