fatty acid β-oxidation (peroxisome, yeast)

van Roermund CWT, IJlst L, Majczak W, Waterham HR, Folkerts H, Wanders RJA, Hellingwerf KJ. Peroxisomal Fatty Acid Uptake Mechanism in Saccharomyces cerevisiae. Journal of Biological Chemistry. 2012 Jun;287(24):20144–53. doi: 10.1074/jbc.m111.332833.; Van Veldhoven PP. Biochemistry and genetics of inherited disorders of peroxisomal fatty acid metabolism. Journal of Lipid Research. 2010 Oct;51(10):2863–95. doi: 10.1194/jlr.r005959.; Lee JR, Kim SY, Chae HB, Jung JH, Lee SY. Antifungal activity of Saccharomyces cerevisiae peroxisomal 3-ketoacyl-CoA thiolase. BMB Rep. 2009 May 31;42(5):281–5. doi: 10.5483/bmbrep.2009.42.5.281. PMID: 19470242.; Poirier Y, Antonenkov VD, Glumoff T, Hiltunen JK. Peroxisomal ß-oxidation—A metabolic pathway with multiple functions. Biochimica et Biophysica Acta (BBA) - Molecular Cell Research. 2006 Dec;1763(12):1413–26. doi: 10.1016/j.bbamcr.2006.08.034.; Ylianttila MS, Pursiainen NV, Haapalainen AM, Juffer AH, Poirier Y, Kalervo Hiltunen J, Glumoff T. Crystal Structure of Yeast Peroxisomal Multifunctional Enzyme: Structural Basis for Substrate Specificity of (3R)-hydroxyacyl-CoA Dehydrogenase Units. Journal of Molecular Biology. 2006 May;358(5):1286–95. doi: 10.1016/j.jmb.2006.03.001.; Zou Z, Tong F, Faergeman NJ, Børsting C, Black PN, DiRusso CC. Vectorial acylation in Saccharomyces cerevisiae. Fat1p and fatty acyl-CoA synthetase are interacting components of a fatty acid import complex. J Biol Chem. 2003 May 02;278(18):16414–22. doi: 10.1074/jbc.m210557200. PMID: 12601005.; Hiltunen JK, Mursula AM, Rottensteiner H, Wierenga RK, Kastaniotis AJ, Gurvitz A. The biochemistry of peroxisomal beta-oxidation in the yeast Saccharomyces cerevisiae. FEMS Microbiol Rev. 2003 Apr;27(1):35–64. doi: 10.1016/s0168-6445(03)00017-2. PMID: 12697341.; Zou Z, DiRusso CC, Ctrnacta V, Black PN. Fatty acid transport in Saccharomyces cerevisiae. Directed mutagenesis of FAT1 distinguishes the biochemical activities associated with Fat1p. J Biol Chem. 2002 Aug 23;277(34):31062–71. doi: 10.1074/jbc.m205034200. PMID: 12052836.; Gurvitz A, Hiltunen JK, Erdmann R, Hamilton B, Hartig A, Ruis H, Rottensteiner H. Saccharomyces cerevisiae Adr1p governs fatty acid beta-oxidation and peroxisome proliferation by regulating POX1 and PEX11. J Biol Chem. 2001 Aug 24;276(34):31825–30. doi: 10.1074/jbc.m105989200. PMID: 11431484.; Qin Y, Marttila MS, Haapalainen AM, Siivari KM, Glumoff T, Hiltunen JK. Yeast Peroxisomal Multifunctional Enzyme: (3R)-Hydroxyacyl-CoA Dehydrogenase Domains A and B Are Required for Optimal Growth on Oleic Acid. Journal of Biological Chemistry. 1999 Oct;274(40):28619–25. doi: 10.1074/jbc.274.40.28619.; SMALL GM, LUO Y, WANG T, KARPICHEV IV. Molecular Regulation of Peroxisomal Acyl-CoA Oxidase in Yeasta. Annals of the New York Academy of Sciences. 1996 Dec;804(1):362–72. doi: 10.1111/j.1749-6632.1996.tb18628.x.; Hettema EH, van Roermund CW, Distel B, van den Berg M, Vilela C, Rodrigues-Pousada C, Wanders RJ, Tabak HF. The ABC transporter proteins Pat1 and Pat2 are required for import of long-chain fatty acids into peroxisomes of Saccharomyces cerevisiae. The EMBO Journal. 1996 Aug;15(15):3813–22. doi: 10.1002/j.1460-2075.1996.tb00755.x.; Luo Y, Karpichev IV, Kohanski RA, Small GM. Purification, Identification, and Properties of a Saccharomyces cerevisiae Oleate-activated Upstream Activating Sequence-binding Protein That Is Involved in the Activation of POX1. Journal of Biological Chemistry. 1996 May;271(20):12068–75. doi: 10.1074/jbc.271.20.12068.; Kunau WH, Dommes V, Schulz H. beta-oxidation of fatty acids in mitochondria, peroxisomes, and bacteria: a century of continued progress. Prog Lipid Res. 1995;34(4):267–342. doi: 10.1016/0163-7827(95)00011-9. PMID: 8685242.; Filppula SA, Sormunen RT, Hartig A, Kunau WH, Hiltunen JK. Changing stereochemistry for a metabolic pathway in vivo. Experiments with the peroxisomal beta-oxidation in yeast. J Biol Chem. 1995 Nov 17;270(46):27453–7. doi: 10.1074/jbc.270.46.27453. PMID: 7499202.; Johnson DR, Knoll LJ, Levin DE, Gordon JI. Saccharomyces cerevisiae contains four fatty acid activation (FAA) genes: an assessment of their role in regulating protein N-myristoylation and cellular lipid metabolism. J Cell Biol. 1994 Nov;127(3):751–62. PMID: 7962057; PMCID: PMC2120220.; Erdmann R, Kunau WH. Purification and immunolocalization of the peroxisomal 3-oxoacyl-CoA thiolase from Saccharomyces cerevisiae. Yeast. 1994 Sep;10(9):1173–82. doi: 10.1002/yea.320100905. PMID: 7754706.; Johnson DR, Knoll LJ, Rowley N, Gordon JI. Genetic analysis of the role of Saccharomyces cerevisiae acyl-CoA synthetase genes in regulating protein N-myristoylation. Journal of Biological Chemistry. 1994 Jul;269(27):18037–46. doi: 10.1016/s0021-9258(17)32414-6.; Knoll LJ, Johnson DR, Gordon JI. Biochemical studies of three Saccharomyces cerevisiae acyl-CoA synthetases, Faa1p, Faa2p, and Faa3p. Journal of Biological Chemistry. 1994 Jun;269(23):16348–56. doi: 10.1016/s0021-9258(17)34014-0.; Hiltunen JK, Wenzel B, Beyer A, Erdmann R, Fosså A, Kunau WH. Peroxisomal multifunctional beta-oxidation protein of Saccharomyces cerevisiae. Molecular analysis of the fox2 gene and gene product. Journal of Biological Chemistry. 1992 Apr;267(10):6646–53. doi: 10.1016/s0021-9258(19)50476-8.; Dmochowska A, Dignard D, Maleszka R, Thomas DY. Structure and transcriptional control of the Saccharomyces cerevisiae POX1 gene encoding acyl-coenzyme A oxidase. Gene. 1990 Apr 16;88(2):247–52. doi: 10.1016/0378-1119(90)90038-s. PMID: 2189786.; Veenhuis M, Mateblowski M, Kunau WH, Harder W. Proliferation of microbodies in Saccharomyces cerevisiae. Yeast. 1987 Jun;3(2):77–84. doi: 10.1002/yea.320030204. PMID: 3332968.; De Duve C, Baudhuin P. Peroxisomes (microbodies and related particles). Physiol Rev. 1966 Apr;46(2):323–57. doi: 10.1152/physrev.1966.46.2.323. PMID: 5325972.

Metabolites

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Hydrogen peroxide

Formula: H2O2 (34.0054792)

CAS ID: 7722-84-1

Magnesium cation

Formula: Mg (23.98505)

CAS ID: 22537-22-0

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

oleate

Formula: C18H33O2 (281.2480418)

CAS ID: 115-06-0

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9



Enzyme

EC Number name full name note
1.1.1.n12
1.3.3.6 acyl-CoA oxidase acyl-CoA:oxygen 2-oxidoreductase
2.3.1.16 acetyl-CoA C-acyltransferase acyl-CoA:acetyl-CoA C-acyltransferase
4.2.1.119 enoyl-CoA hydratase 2 (3R)-3-hydroxyacyl-CoA hydro-lyase
6.2.1.3 long-chain-fatty-acid-CoA ligase long-chain fatty acid:CoA ligase (AMP-forming)


Proteins

Protein ID name full name
P13711 POX1 Acyl-coenzyme A oxidase
P27796 POT1 3-ketoacyl-CoA thiolase, peroxisomal
P39518 FAA2 Long-chain-fatty-acid--CoA ligase 2
Q02207 FOX2 Peroxisomal hydratase-dehydrogenase-epimerase