Page last updated: 2024-10-24

fatty acid elongation

Definition

Target type: biologicalprocess

The elongation of a fatty acid chain by the sequential addition of two-carbon units. [ISBN:0716720094]

Fatty acid elongation is a crucial metabolic process that extends the carbon chain length of fatty acids. It occurs in the endoplasmic reticulum (ER) of eukaryotic cells and is catalyzed by a series of enzymes known as fatty acid elongases. The process involves the sequential addition of two-carbon units (acetyl-CoA) to the carboxyl end of a pre-existing fatty acyl chain.

The first step involves the activation of the fatty acid substrate by attaching it to coenzyme A (CoA) to form acyl-CoA. Next, the acyl-CoA is transferred to the elongase complex, where it undergoes a series of reactions.

The elongase complex consists of four key enzymes:

* **Acyl-CoA dehydrogenase:** This enzyme oxidizes the fatty acyl-CoA, creating a double bond.
* **Enoyl-CoA hydratase:** This enzyme adds water across the double bond, forming a hydroxyl group.
* **3-hydroxyacyl-CoA dehydrogenase:** This enzyme oxidizes the hydroxyl group to a ketone.
* **Thiolase:** This enzyme cleaves the elongated fatty acyl-CoA from the elongase complex.

The elongated fatty acyl-CoA is then available for further metabolism or incorporation into lipids.

Fatty acid elongation is essential for the synthesis of various important lipids, including:

* **Sphingolipids:** These lipids are critical components of cell membranes and play roles in cell signaling and recognition.
* **Cerebrosides:** These lipids are abundant in the brain and other nervous tissues and contribute to myelin sheath formation.
* **Glycosphingolipids:** These lipids are involved in cell adhesion and recognition.

In addition to its role in lipid synthesis, fatty acid elongation also contributes to:

* **Regulation of membrane fluidity:** The length of fatty acid chains influences membrane fluidity. Elongation increases the length of fatty acid chains, reducing membrane fluidity.
* **Adaptation to cold temperatures:** In cold-blooded animals, fatty acid elongation helps to maintain membrane fluidity at low temperatures.

Fatty acid elongation is a tightly regulated process, with various factors influencing its activity, including:

* **Substrate availability:** The availability of fatty acids and acetyl-CoA is crucial for elongation.
* **Hormonal regulation:** Hormones like insulin and glucagon can modulate elongase activity.
* **Cellular energy status:** The cell's energy status can also influence elongase activity.

Disruptions in fatty acid elongation can lead to various diseases, including:

* **Neurological disorders:** Defects in fatty acid elongation can affect brain development and function.
* **Metabolic disorders:** Abnormal elongation can contribute to metabolic disorders like obesity and diabetes.

Overall, fatty acid elongation is a vital metabolic process with profound implications for cell function and human health.'
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Proteins (2)

ProteinDefinitionTaxonomy
Enoyl-[acyl-carrier-protein] reductase [NADH] FabIAn enoyl-[acyl-carrier-protein] reductase [NADH] FabI that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P0AEK4]Escherichia coli K-12
Enoyl-[acyl-carrier-protein] reductase [NADH] FabIAn enoyl-[acyl-carrier-protein] reductase [NADH] FabI that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P0AEK4]Escherichia coli K-12

Compounds (12)

CompoundDefinitionClassesRoles
triclosanaromatic ether;
dichlorobenzene;
monochlorobenzenes;
phenols
antibacterial agent;
antimalarial;
drug allergen;
EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
fungicide;
persistent organic pollutant;
xenobiotic
evernic acidevernic acid: RN given refers to parent cpdcarbonyl compound
psoromic acidpsoromic acid: structure in first sourcecarbonyl compound
epigallocatechin gallate(-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.

epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis)
flavans;
gallate ester;
polyphenol
antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
gallocatechol(-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.catechin;
flavan-3,3',4',5,5',7-hexol
antioxidant;
food component;
plant metabolite
xanthorrhizolxanthorrhizol: structure in first sourcesesquiterpenoid
epicatechin gallate(-)-epicatechin-3-O-gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.

epicatechin gallate: a steroid 5alpha-reductase inhibitor; RN given refers to the (cis)-isomer; structure given in first source; isolated from green tea
catechin;
gallate ester;
polyphenol
EC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
(+)-usnic acidusnic acid
quercetin7-hydroxyflavonol;
pentahydroxyflavone
antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
luteolin3'-hydroxyflavonoid;
tetrahydroxyflavone
angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist
buteinchalcones;
polyphenol
antineoplastic agent;
antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
geroprotector;
hypoglycemic agent;
plant metabolite;
radiosensitizing agent;
tyrosine kinase inhibitor
vulpinic acidvulpinic acid: RN given refers to cpd without isomeric designation; structure given in first source; vulpinic acid refers to (E)-isomerbutenolide