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Short-chain fatty acid

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(Redirected fromShort chain fatty acids)
Fatty acid with fewer than six carbon atoms

Short-chain fatty acids (SCFAs) arefatty acids of two to sixcarbonatoms.[1] The SCFAs' lower limit is interpreted differently, either with one, two, three or four carbon atoms.[citation needed] Derived fromintestinalmicrobialfermentation of indigestible foods, SCFAs in human gut are acetic, propionic and butyric acid. They are the main energy source ofcolonocytes, making them crucial togastrointestinal health.[1][2] SCFAs all possess varying degrees of water solubility, which distinguishes them from longer chain fatty acids that are immiscible.

List of SCFAs

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Lipid numberNameSalt/Ester NameFormulaMass
(g/mol)
Diagram
CommonSystematicCommonSystematicMolecularStructural
C2:0Acetic acidEthanoic acidAcetateEthanoateC2H4O2CH3COOH60.05
C3:0Propionic acidPropanoic acidPropionatePropanoateC3H6O2CH3CH2COOH74.08
C4:0Butyric acidButanoic acidButyrateButanoateC4H8O2CH3(CH2)2COOH88.11
C4:0Isobutyric acid2-Methylpropanoic acidIsobutyrate2-MethylpropanoateC4H8O2(CH3)2CHCOOH88.11
C5:0Valeric acidPentanoic acidValeratePentanoateC5H10O2CH3(CH2)3COOH102.13
C5:0Isovaleric acid3-Methylbutanoic acidIsovalerate3-MethylbutanoateC5H10O2(CH3)2CHCH2COOH102.13
C5:02-Methylbutyric acid2-Methylbutyric acid2-Methylbutanoate2-MethylbutanoateC5H10O2CH3CH2CH(CH3)COOH102.13

Functions

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SCFAs are produced whendietary fiber is fermented in thecolon.[1][3] Macronutrient composition (carbohydrate, protein or fat) of diets affects circulating SCFAs.[4] Acetate, propionate and butyrate are the three most common SCFAs.[3]Butyrate is particularly important forcolon health because it is the primary energy source forcolonocytes (the epithelial cells of the colon).[1][2] The liver can use acetate for energy.[5]

SCFAs andmedium-chain fatty acids are primarily absorbed through theportal vein duringlipid digestion,[6] whilelong-chain fatty acids are packed intochylomicrons, enterlymphatic capillaries, then transfer to the blood at thesubclavian vein.[1]

SCFAs have diversephysiological roles in body functions, affecting the production of lipids, energy, and vitamins.[1][2][7] They may affect appetite and cardiometabolic health.[4]

See also

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References

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  1. ^abcdefBrody T (1999).Nutritional Biochemistry (2nd ed.). Academic Press. p. 320.ISBN 978-0121348366. RetrievedDecember 21, 2012.
  2. ^abcCanfora EE, Jocken JW, Blaak EE (October 2015). "Short-chain fatty acids in control of body weight and insulin sensitivity".Nature Reviews. Endocrinology.11 (10):577–591.doi:10.1038/nrendo.2015.128.PMID 26260141.S2CID 1263823.
  3. ^abWong JM, de Souza R, Kendall CW, Emam A, Jenkins DJ (March 2006). "Colonic health: fermentation and short chain fatty acids".Journal of Clinical Gastroenterology.40 (3):235–243.doi:10.1097/00004836-200603000-00015.PMID 16633129.S2CID 46228892.
  4. ^abMueller NT, Zhang M, Juraschek SP, Miller ER, Appel LJ (March 2020)."Effects of high-fiber diets enriched with carbohydrate, protein, or unsaturated fat on circulating short chain fatty acids: results from the OmniHeart randomized trial".The American Journal of Clinical Nutrition.111 (3):545–554.doi:10.1093/ajcn/nqz322.PMC 7049528.PMID 31927581.
  5. ^Roy CC, Kien CL, Bouthillier L, Levy E (August 2006). "Short-chain fatty acids: ready for prime time?".Nutrition in Clinical Practice.21 (4):351–366.doi:10.1177/0115426506021004351.PMID 16870803.
  6. ^Kuksis A (2000)."Biochemistry of Glycerolipids and Formation of Chylomicrons". In Christophe AB, DeVriese S (eds.).Fat Digestion and Absorption. The American Oil Chemists Society. p. 163.ISBN 978-1893997127. RetrievedDecember 21, 2012.
  7. ^Byrne CS, Chambers ES, Morrison DJ, Frost G (September 2015)."The role of short chain fatty acids in appetite regulation and energy homeostasis".International Journal of Obesity.39 (9):1331–1338.doi:10.1038/ijo.2015.84.PMC 4564526.PMID 25971927.

Further reading

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Saturated
ω−3 Unsaturated
ω−5 Unsaturated
ω−6 Unsaturated
ω−7 Unsaturated
ω−9 Unsaturated
ω−10 Unsaturated
ω−11 Unsaturated
ω−12 Unsaturated
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