Literature DB >> 3891397

Enzymatic reduction of fatty acids and acyl-CoAs to long chain aldehydes and alcohols.

D Riendeau, E Meighen.   

Abstract

The properties of enzymatic systems involved in the synthesis of long chain aldehydes and alcohols have been reviewed. Fatty acid and acyl-CoA reductases are widely distributed and generate fatty alcohols for ether lipid and wax ester synthesis as well as fatty aldehydes for bacterial bioluminescence. Fatty alcohol is generally the major product of fatty acid reduction in crude or membrane systems, although reductases which release fatty aldehydes as products have also been purified. The reduction of fatty acid proceeds through the ATP-dependent formation of acyl intermediates such as acyl-CoA and acyl protein, followed by reduction to aldehyde and alcohol with NAD(P)H. In most cases, both the rate of fatty acid conversion and acyl chain specificity of the reaction are determined at the level of reduction of the intermediate. The reduction of fatty acids represents the major pathway for the control of the synthesis of fatty aldehydes and alcohols. Several other enzymatic reactions involved in lipid degradation also release fatty aldehydes but do not appear to play an important role in long chain alcohol synthesis.

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Year:  1985        PMID: 3891397     DOI: 10.1007/bf02012564

Source DB:  PubMed          Journal:  Experientia        ISSN: 0014-4754


  83 in total

1.  The formation of cis-3-nonenal, trans-2-nonenal and hexanal from linoleic acid hydroperoxide isomers by a hydroperoxide cleavage enzyme system in cucumber (Cucumis sativus) fruits.

Authors:  T Galliard; D R Phillips; J Reynolds
Journal:  Biochim Biophys Acta       Date:  1976-08-23

2.  Enzymic interconversion of fatty alcohols and fatty acids.

Authors:  F Snyder; B Malone
Journal:  Biochem Biophys Res Commun       Date:  1970-12-24       Impact factor: 3.575

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Authors:  P E Kolattukudy
Journal:  Arch Biochem Biophys       Date:  1971-02       Impact factor: 4.013

4.  Fat metabolism in higher plants. The nonenzymatic acylation of dithiothreitol by acyl coenzyme A.

Authors:  G B Stokes; P K Stumpf
Journal:  Arch Biochem Biophys       Date:  1974-06       Impact factor: 4.013

5.  Partial characterization of the alkylglycerol cleavage enzyme system of rat liver.

Authors:  J F Soodsma; C Piantadosi; F Snyder
Journal:  J Biol Chem       Date:  1972-06-25       Impact factor: 5.157

6.  The in vitro degradation of dihydrosphingosine.

Authors:  R W Keenan; A Maxam
Journal:  Biochim Biophys Acta       Date:  1969-03-04

7.  Conversion of dihydrosphingosin to palmitaldehyde and palmitic acid with cell-free preparations of guinea pig intestinal mucosa.

Authors:  A Nilsson
Journal:  Acta Chem Scand       Date:  1970

8.  Purification and properties of a membrane-bound aldehyde dehydrogenase from rat liver microsomes.

Authors:  H Nakayasu; K Mihara; R Sato
Journal:  Biochem Biophys Res Commun       Date:  1978-07-28       Impact factor: 3.575

9.  Evidence for a fatty acid reductase catalyzing the synthesis of aldehydes for the bacterial bioluminescent reaction. Resolution from luciferase and dependence on fatty acids.

Authors:  D Riendeau; E Meighen
Journal:  J Biol Chem       Date:  1979-08-25       Impact factor: 5.157

10.  Metabolism of sphingosine bases. XIV. Sphinganine (dihydrosphingosine), an effective donor of the alk-1-enyl chain of plasmalogens.

Authors:  W Stoffel; D LeKim; G Heyn
Journal:  Hoppe Seylers Z Physiol Chem       Date:  1970-07
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  8 in total

Review 1.  Engineering metabolic systems for production of advanced fuels.

Authors:  Yajun Yan; James C Liao
Journal:  J Ind Microbiol Biotechnol       Date:  2009-02-07       Impact factor: 3.346

2.  Sjögren-Larsson syndrome. Impaired fatty alcohol oxidation in cultured fibroblasts due to deficient fatty alcohol:nicotinamide adenine dinucleotide oxidoreductase activity.

Authors:  W B Rizzo; A L Dammann; D A Craft
Journal:  J Clin Invest       Date:  1988-03       Impact factor: 14.808

3.  Isolation and characterization of a Chinese hamster ovary cell line deficient in fatty alcohol:NAD+ oxidoreductase activity.

Authors:  P F James; W B Rizzo; J Lee; R A Zoeller
Journal:  Proc Natl Acad Sci U S A       Date:  1990-08       Impact factor: 11.205

Review 4.  S1P and plasmalogen derived fatty aldehydes in cellular signaling and functions.

Authors:  David L Ebenezer; Panfeng Fu; Ramaswamy Ramchandran; Alison W Ha; Vijay Putherickal; Tara Sudhadevi; Anantha Harijith; Fabian Schumacher; Burkhard Kleuser; Viswanathan Natarajan
Journal:  Biochim Biophys Acta Mol Cell Biol Lipids       Date:  2020-03-12       Impact factor: 4.698

5.  Proteomic Analysis of Isogenic Rice Reveals Proteins Correlated with Aroma Compound Biosynthesis at Different Developmental Stages.

Authors:  Aphinya Wongpia; Sittiruk Roytrakul; Mika Nomura; Shigeyuki Tajima; Khemika Lomthaisong; Sugunya Mahatheeranont; Hataichanoke Niamsup
Journal:  Mol Biotechnol       Date:  2016-02       Impact factor: 2.695

6.  Pheromone biosynthesis and role of functional groups in pheromone specificity.

Authors:  D Morse; E Meighen
Journal:  J Chem Ecol       Date:  1986-02       Impact factor: 2.626

7.  Molecular Characterization of Two Fatty Acyl-CoA Reductase Genes From Phenacoccus solenopsis (Hemiptera: Pseudococcidae).

Authors:  Xiaolong Li; Tianxiang Zheng; Xiaowen Zheng; Na Han; Xuexin Chen; Dayu Zhang
Journal:  J Insect Sci       Date:  2016-06-07       Impact factor: 1.857

8.  Birth-and-Death Evolution of the Fatty Acyl-CoA Reductase (FAR) Gene Family and Diversification of Cuticular Hydrocarbon Synthesis in Drosophila.

Authors:  Cédric Finet; Kailey Slavik; Jian Pu; Sean B Carroll; Henry Chung
Journal:  Genome Biol Evol       Date:  2019-06-01       Impact factor: 3.416

  8 in total

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