Short - chain fatty acid - wikipedia Short - chain fatty acid Short - chain fatty acids ( SCFAs ), also referred to as volatile fatty acids ( VFAs ), are fatty acids with two to six carbon atoms. Free SCFAs can cross the blood - brain barrier via monocarboxylate transporters. Contents 1 List of SCFAs 2 Applications 2.1 Dietary relevance 2.2 Medical relevance 3 See also 4 References 5 Further reading List of SCFAs Lipid number Name Salt / Ester Name Formula Mass ( g / mol ) Diagram Common Systematic Common Systematic Molecular Structural C1 : 0 Formic acid Methanoic acid Formate Methanoate C H O HCOOH 46.03 C2 : 0 Acetic acid Ethanoic acid Acetate Ethanoate C H O CH COOH 60.05 C3 : 0 Propionic acid Propanoic acid Propionate Propanoate C H O CH CH COOH 74.08 C4 : 0 Butyric acid Butanoic acid Butyrate Butanoate C H O CH ( CH ) COOH 88.11 C4 : 0 Isobutyric acid 2 - Methylpropanoic acid Isobutyrate 2 - Methylpropanoate C H O ( CH ) CHCOOH 88.11 C5 : 0 Valeric acid Pentanoic acid Valerate Pentanoate C H O CH ( CH ) COOH 102.13 C5 : 0 Isovaleric acid 3 - Methylbutanoic acid Isovalerate 3 - Methylbutanoate C H O ( CH ) CHCH COOH 102.13 Applications Dietary relevance Short - chain fatty acids are produced when dietary fiber is fermented in the colon. Short - chain fatty acids and medium - chain fatty acids are primarily absorbed through the portal vein during lipid digestion, while long - chain fatty acids are packed into chylomicrons and enter lymphatic capillaries, and enter the blood first at the subclavian vein. Medical relevance Further information : Butyric acid § Research The short - chain fatty acid butyrate is particularly important for colon health because it is the primary energy source for colonic cells and has anti-carcinogenic as well as anti-inflammatory properties that are important for keeping colon cells healthy. Butyrate inhibits the growth and proliferation of tumor cell lines in vitro, induces differentiation of tumor cells, producing a phenotype similar to that of the normal mature cell, and induces apoptosis or programmed cell death of human colorectal cancer cells. Butyrate inhibits angiogenesis by inactivating Sp1 transcription factor activity and downregulating vascular endothelial growth factor ( VEGF ) gene expression. See also List of carboxylic acids References Jump up ^ `` Role of Volatile Fatty Acids in Development of the Cecal Microflora in Broiler Chickens during Growth '' at asm.org Jump up ^ Brody, Tom ( 1999 ). Nutritional Biochemistry ( 2nd ed. ). Academic Press. p. 320. ISBN 0121348369. Retrieved December 21, 2012. Jump up ^ Tsuji A ( 2005 ). `` Small molecular drug transfer across the blood - brain barrier via carrier - mediated transport systems ''. NeuroRx. 2 ( 1 ) : 54 -- 62. doi : 10.1602 / neurorx. 2.1. 54. PMC 539320. PMID 15717057. Uptake of valproic acid was reduced in the presence of medium - chain fatty acids such as hexanoate, octanoate, and decanoate, but not propionate or butyrate, indicating that valproic acid is taken up into the brain via a transport system for medium - chain fatty acids, not short - chain fatty acids... Based on these reports, valproic acid is thought to be transported bidirectionally between blood and brain across the BBB via two distinct mechanisms, monocarboxylic acid - sensitive and medium - chain fatty acid - sensitive transporters, for efflux and uptake, respectively. Jump up ^ Vijay N, Morris ME ( 2014 ). `` Role of monocarboxylate transporters in drug delivery to the brain ''. Curr. Pharm. Des. 20 ( 10 ) : 1487 -- 98. doi : 10.2174 / 13816128113199990462. PMC 4084603. PMID 23789956. Monocarboxylate transporters ( MCTs ) are known to mediate the transport of short chain monocarboxylates such as lactate, pyruvate and butyrate... MCT1 and MCT4 have also been associated with the transport of short chain fatty acids such as acetate and formate which are then metabolized in the astrocytes ( 78 ). Jump up ^ Wong, J.M. ; De Souza, R ; Kendall, C.W. ; Emam, A ; Jenkins, D.J. ( 2006 ). `` Colonic health : Fermentation and short chain fatty acids ''. Journal of clinical gastroenterology. 40 ( 3 ) : 235 -- 43. doi : 10.1097 / 00004836 - 200603000 - 00015. PMID 16633129. Jump up ^ Kuksis, Arnis ( 2000 ). `` Biochemistry of Glycerolipids and Formation of Chylomicrons ''. In Christophe, Armand B. ; DeVriese, Stephanie. Fat Digestion and Absorption. The American Oil Chemists Society. p. 163. ISBN 189399712X. Retrieved December 21, 2012. Jump up ^ Greer JB, O'Keefe SJ ( 2011 ). `` Microbial induction of immunity, inflammation, and cancer ''. Front Physiol. 1 : 168. doi : 10.3389 / fphys. 2010.00168. PMC 3059938. PMID 21423403. Jump up ^ Scheppach W ( January 1994 ). `` Effects of short chain fatty acids on gut morphology and function ''. Gut. 35 ( 1 Suppl ) : S35 -- 8. doi : 10.1136 / gut. 35.1 _Suppl. S35. PMC 1378144. PMID 8125387. Jump up ^ Andoh A, Tsujikawa T, Fujiyama Y ( 2003 ). `` Role of dietary fiber and short - chain fatty acids in the colon ''. Curr. Pharm. Des. 9 ( 4 ) : 347 -- 58. doi : 10.2174 / 1381612033391973. PMID 12570825. Jump up ^ Toscani A, Soprano DR, Soprano KJ ( 1988 ). `` Molecular analysis of sodium butyrate - induced growth arrest ''. Oncogene Res. 3 ( 3 ) : 223 -- 38. PMID 3144695. Jump up ^ Wong JM, de Souza R, Kendall CW, Emam A, Jenkins DJ ( March 2006 ). `` Colonic health : fermentation and short chain fatty acids ''. J. Clin. Gastroenterol. 40 ( 3 ) : 235 -- 43. doi : 10.1097 / 00004836 - 200603000 - 00015. PMID 16633129. Jump up ^ Scharlau D, Borowicki A, Habermann N, et al. ( 2009 ). `` Mechanisms of primary cancer prevention by butyrate and other products formed during gut flora - mediated fermentation of dietary fibre ''. Mutat. Res. 682 ( 1 ) : 39 -- 53. doi : 10.1016 / j. mrrev. 2009.04. 001. PMID 19383551. Jump up ^ Prasanna Kumar, S ; Thippeswamy, G ; Sheela, M.L. ; Prabhakar, B.T. ; Salimath, B.P. ( 2008 ). `` Butyrate - induced phosphatase regulates VEGF and angiogenesis via Sp1 ''. Archives of Biochemistry and Biophysics. 478 ( 1 ) : 85 -- 95. doi : 10.1016 / j. abb. 2008.07. 004. PMID 18655767. Further reading A review of the biological properties of SCFA from the Danone Institute via archive.org Besten GD, Bleeker A, Gerding A, van Eunen K, Havinga R, van Dijk TH, Oosterveer MH, Jonker JW, Groen AK, Reijngoud DJ, Bakker BM ( 2015 ). `` Short - Chain Fatty Acids protect against High - Fat Diet - Induced Obesity via a PPARγ - dependent switch from lipogenesis to fat oxidation ''. Diabetes. 64 : 2398 -- 408. doi : 10.2337 / db14 - 1213. PMID 25695945. Retrieved 2015 - 02 - 22. Canfora EE, Jocken JW, Blaak EE ( 2015 ). `` Short - Chain Fatty Acids in control of body weight and insulin sensitivity ''. Nature Reviews Endocrinology. 11 ( 10 ) : 577 -- 91. doi : 10.1038 / nrendo. 2015.128. Retrieved 2016 - 06 - 07. Lipids : fatty acids Saturated Butyric ( C4 ) Valeric ( C5 ) Caproic ( C6 ) Enanthic ( C7 ) Caprylic ( C8 ) Pelargonic ( C9 ) Capric ( C10 ) Undecylic ( C11 ) Lauric ( C12 ) Tridecylic ( C13 ) Myristic ( C14 ) Pentadecanoic ( C15 ) Palmitic ( C16 ) Margaric ( C17 ) Stearic ( C18 ) Nonadecylic ( C19 ) Arachidic ( C20 ) Heneicosylic ( C21 ) Behenic ( C22 ) Tricosylic ( C23 ) Lignoceric ( C24 ) Pentacosylic ( C25 ) Cerotic ( C26 ) Heptacosylic ( C27 ) Montanic ( C28 ) Nonacosylic ( C29 ) Melissic ( C30 ) Hentriacontylic ( C31 ) Lacceroic ( C32 ) Psyllic ( C33 ) Geddic ( C34 ) Ceroplastic ( C35 ) Hexatriacontylic ( C36 ) Heptatriacontanoic ( C37 ) Octatriacontanoic ( C38 ) ω − 3 Unsaturated α - Linolenic ( 18 : 3 ) Stearidonic ( 18 : 4 ) Eicosapentaenoic ( 20 : 5 ) Docosahexaenoic ( 22 : 6 ) ω − 6 Unsaturated Linoleic ( 18 : 2 ) γ - Linolenic ( 18 : 3 ) Dihomo - γ - linolenic ( 20 : 3 ) Arachidonic ( 20 : 4 ) Adrenic ( 22 : 4 ) Osbond ( 22 : 5 ) ω − 7 Unsaturated Palmitoleic ( 16 : 1 ) Vaccenic ( 18 : 1 ) Paullinic ( 20 : 1 ) ω − 9 Unsaturated Oleic ( 18 : 1 ) Elaidic ( trans - 18 : 1 ) Gondoic ( 20 : 1 ) Erucic ( 22 : 1 ) Nervonic ( 24 : 1 ) Mead ( 20 : 3 ) Retrieved from `` https://en.wikipedia.org/w/index.php?title=Short-chain_fatty_acid&oldid=824466323 '' Categories : Fatty acids Talk Contents About Wikipedia Español Français Italiano 日本 語 Русский Српски / srpski Srpskohrvatski / српскохрватски Українська 中文 Edit links This page was last edited on 7 February 2018, at 14 : 50. 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Question: where do short chain fatty acids in the colon come from
Answer: when dietary fiber is fermented