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Cellular localization and detergent dependent oligomerization of rice allene oxide synthase-1

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Abstract

Allene oxide synthase-1 from Oryza sativa (OsAOS1) localizes to the chloroplast, but lacks a putative chloroplast targeting sequence typically found in dicot AOS. Here, kinetic parameters and the oligomerization state/subunit composition of OsAOS1 were characterized in vitro in the absence or presence of detergent micelles. The catalytic efficiency (k cat/K m) of OsAOS1 reached a maximum near the critical micelle concentration for polyoxyethylene 10 tridecyl ether. Native gel analysis showed that OsAOS1 exists as a multimer in the absence of detergent micelles. The multimeric form of OsAOS1 was stably cross-linked in the absence of detergents, while only monomeric OsAOS1 was detected in the presence of detergent micelles. Gel filtration analysis indicated that the oligomeric state of OsAOS1 depends strongly on the detergents and that the monomer becomes the predominant form in the presence of detergent micelles. These data suggest that the detergent–dependent oligomeric state of OsAOS1 is an important factor for the regulation of its catalytic efficiency.

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References

  • Agrawal GK, Rakwal R, Jwa NS, Han KS, Agrawal VP (2002) Molecular cloning and mRNA expression analysis of the first rice jasmonate biosynthetic pathway gene allene oxide synthase. Plant Physiol Biochem 40:771–782

    Article  CAS  Google Scholar 

  • Agrawal GK, Tamogami S, Han O, Iwahashi H, Rakwal R (2004) Rice octadecanoid pathway. Biochem Biophys Res Comun 317:1–15

    Article  CAS  Google Scholar 

  • Basheva ES, Kralchevsky PA, Danov KD, Ananthapadmanabhan KP, Lips A (2007) The colloid structural forces as a tool for particle characterization and control of dispersion stability. Phys Chem Chem Phys 9:5183–5519

    Article  CAS  PubMed  Google Scholar 

  • Beale MH, Ward JL (1998) Jasmonates: key players in the plant defense. Nat Prod Rep 15:533–548

    Article  CAS  PubMed  Google Scholar 

  • Bollag DM, Edelstein SJ (1991) Protein methods. Wiley, New York

    Google Scholar 

  • Boutaud O, Brash AR (1999) Purification and catalytic activities of the two domains of the allene oxide synthase-lipoxygenase fusion protein of the coral Plexaura homomalla. J Biol Chem 274:33764–33770

    Article  CAS  PubMed  Google Scholar 

  • Brash AR (2009) Mechanistic aspects of CYP74 allene oxide synthases and related P450 enzymes. Phytochemistry 70:1522–1531

    Article  CAS  PubMed Central  PubMed  Google Scholar 

  • Denisov IG, Shih AY, Sligar SG (2012) Structural differences between soluble and membrane bound cytochrome P450s. J Inorg Biochem 108:150–158

    Article  CAS  PubMed Central  PubMed  Google Scholar 

  • Farmaki T, Sanmartín M, Jiménez P, Paneque M, Sanz C, Vancanneyt G, León J, Sánchez-Serrano JJ (2007) Differential distribution of the lipoxygenase pathway enzymes within potato chloroplasts. J Exp Bot 58:555–568

    Article  CAS  PubMed  Google Scholar 

  • Froehlich JE, Itoh A, Howe GA (2001) Tomato allene oxide synthase and fatty Acid hydroperoxidelyase, two cytochrome P450s involved in oxylipin metabolism, are targeted to different membranes of chloroplast envelope. Plant Physiol 125:306–317

    Article  CAS  PubMed Central  PubMed  Google Scholar 

  • Froehlich JE, Wilkerson CG, Ray WK, McAndrew RS, Osteryoung KW, Gage DA, Phinney BS (2003) Proteomic study of the Arabidopsis thaliana chloroplastic envelope membrane utilizing alternatives to traditional two-dimensional electrophoresis. J Proteome Res 2:413–425

    Article  PubMed  Google Scholar 

  • Grechkin A (1998) Recent development in biochemistry of the plant lipoxygenase pathway. Prog Lipid Res 37:317–352

    Article  CAS  PubMed  Google Scholar 

  • Grechkin AN, Mukhtarova LS, Latypova LR, Gogolev Y, Toporkova YY, Hamberg M (2008) Tomato CYP74C3 is a multifunctional enzyme not only synthesizing allene oxide but also catalyzing its hydrolysis and cyclization. ChemBioChem 9:2498–2505

    Article  CAS  PubMed  Google Scholar 

  • Ha SB, Lee BC, Lee DE, Kuk YI, Lee AY, Han O, Back K (2002) Molecular characterization of the gene encoding rice allene oxide synthase and its expression. Biosci Biotechnol Biochem 66:2719–2722

    Article  CAS  PubMed  Google Scholar 

  • Hamberg M, Gardner HW (1992) Oxylipin pathway to jasmonates; biochemistry and biological significance. BBA 1165:1–18

    CAS  PubMed  Google Scholar 

  • Helnius A, Simons K (1975) Solubilization of membranes by detergents. BBA 415:29–79

    Google Scholar 

  • Hermeling S, Schellekens H, Crommelin DJA, Jiskoot W (2003) Micelle-associated protein in epoetin formulation: a risk factor for immunogenicity? Pharm Res 20:1903–1907

    Article  CAS  PubMed  Google Scholar 

  • Hermeling S, Jiskoot W, Crommelin DJA, Schellekens H (2006) Reaction to the paper: interaction of polysorbate 80 with erythropoietin: a case study in protein-surfactant interaction. Pharm Res 23:641–642

    Article  CAS  PubMed  Google Scholar 

  • Hughes RK, Belfield EJ, Ashton R, Fairhurst SA, Gobel C, Stumpe M, Feussner I, Casey R (2006) Allene oxide synthase from Arabidopsis thaliana (CYP74A1) exhibits dual specificity that is regulated by monomer-micelle association. FEBS Lett 580:418–4194

    Article  Google Scholar 

  • Hughes RK, De Domenico S, Santino A (2009) Plant cytochrome CYP74 family: biochemical features, endocellular localisation, activation mechanism in plant defence and improvements for industrial applications. ChemBioChem 10:1122–1133

    Article  CAS  PubMed  Google Scholar 

  • Lee DS, Nioche P, Hamberg M, Raman CS (2008) Structural insights into the evolutionary paths of oxylipin biosynthetic enzymes. Nature 455:363–368

    Article  CAS  PubMed  Google Scholar 

  • Mueller MJ (1997) Enzymes involved in jasmonic acid biosynthesis. Physiol Plant 100:653–663

    Article  CAS  Google Scholar 

  • Pan Z, Durst F, Werck-Reichhart D, Gardner HW, Camara B, Cornish K, Backhaus RA (1995) The major protein of guayule rubber particles is a cytochrome P450. J Biol Chem 270:8487–8494

    Article  CAS  PubMed  Google Scholar 

  • Peltier JB, Ytterberg AJ, Sun Q, Wijk KJ (2004) New functions of the thylakoid membrane proteome of Arabidopsis thaliana revealed by a simple, fast, and versatile fractionation strategy. J Biol Chem 279:49367–49383

    Article  CAS  PubMed  Google Scholar 

  • Schaller F (2001) Enzymes of the biosynthesis of octadecanoid-derived signaling molecules. J Exp Bot 52:11–23

    Article  CAS  PubMed  Google Scholar 

  • Schaller A, Stintzi A (2009) Enzymes in jasmonate biosynthesis–structure, function, regulation. Phytochem 70:1532–1538

    Article  CAS  Google Scholar 

  • Scholz J, Brodhun F, Hornung E, Herrfurth C, Stupe M, Beike AK, Faltin B, Frank W, Reski R, Feussner I (2012) Biosynthesis of allene oxide in Physcomitrella pattens. BMC Plant Biol 12:1–15

    Article  Google Scholar 

  • Sinz A (2005) Chemical cross-linking and FTICR mass spectrometry for protein structure characterization. Anal Bional Chem 381:44–47

    Article  CAS  Google Scholar 

  • Sinz A (2010) Investigation of protein-protein interactions in living cells by chemical crosslinking and mass spectrometry. Anal Bioanal Chem 397:3433–3440

    Article  CAS  PubMed  Google Scholar 

  • Song WC, Brash AR (1991) Purification of an allene oxide synthase and identification of the enzyme as a cytochrome P-450. Science 253:781–784

    Article  CAS  PubMed  Google Scholar 

  • Tagamnoi S, Ageawal GK, Rakwal R (2011) Jasmonates to jasmolites in plants: past, present, and future. Adv Bot Res 60:309–348

    Article  Google Scholar 

  • Wasternack C, Kombrink E (2010) Jasmonates: structural requirements for lipid-derived signals active in plant stress responses and development. ACS Chem Biol 5:63–77

    Article  CAS  PubMed  Google Scholar 

  • Yoeun S, Rakwal R, Han O (2013) Dual positional substrate specificity of rice allene oxide synthase-1: insight into mechanism of inhibition by type II ligand imidazole. BMB Rep 46:151–156

    Article  CAS  PubMed Central  PubMed  Google Scholar 

Download references

Acknowledgments

This work was supported by a National Research Foundation grant (2011-0008591) to O. Han.

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Authors and Affiliations

  1. Department of Molecular Biotechnology and Kumho Life Science Laboratory, College of Agriculture and Life Sciences, Chonnam National University, Gwangju, 500-757, Republic of Korea

    Sereyvath Yoeun, Jeong-Il Kim & Oksoo Han

  2. Department of Biotechnology, College of Agriculture, Chonnam National University, 300 Yongbong-dong Buk, Gwangju, 500-757, Republic of Korea

    Oksoo Han

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  1. Sereyvath Yoeun
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  2. Jeong-Il Kim
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Correspondence to Oksoo Han.

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Yoeun, S., Kim, JI. & Han, O. Cellular localization and detergent dependent oligomerization of rice allene oxide synthase-1. J Plant Res 128, 201–209 (2015). https://doi.org/10.1007/s10265-014-0670-y

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