A Common Mechanism Links Activities of Butyrate in the Colon

ACS Chemical Biology

Volumn 13, Issue 5, 2018, Pages 1291-1298

  Verma, Mohit S ^a   Fink, Michael J ^a   Salmon, Gabriel L ^a   Fornelos, Nadine ^b   Ohara, Takahiro E ^c   Ryu, Stacy H ^c   Vlamakis, Hera ^b,d   Xavier, Ramnik J ^b,e,f   Stappenbeck, Thaddeus S ^c,g   Whitesides, George M ^a,g  

^a HARVARD UNIVERSITY   (United States)

^b BROAD INSTITUTE OF MIT AND HARVARD   (United States)

^c WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^d HARVARD MEDICAL SCHOOL   (United States)

^e MASSACHUSETTS GENERAL HOSPITAL   (United States)

^f Massachusetts Institute of Technology   (United States)

^g HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYRIC ACID; HISTONE DEACETYLASE; SHORT CHAIN FATTY ACID; ZINC; BUTYRIC ACID DERIVATIVE; HISTONE DEACETYLASE INHIBITOR; INTERLEUKIN 6;

ARTICLE; CHEMICAL STRUCTURE; COLON; COMMENSAL; CONTROLLED STUDY; FLUORINATION; MOUSE; NONHUMAN; PRIORITY JOURNAL; STEM CELL; STRUCTURE ACTIVITY RELATION; CELL PROLIFERATION; DRUG EFFECT; ENZYME LINKED IMMUNOSORBENT ASSAY; HUMAN; INFLAMMATION; INTESTINE MUCOSA; MACROPHAGE; METABOLISM; OXIDATION REDUCTION REACTION;

BUTYRATES; CELL PROLIFERATION; COLON; ENZYME-LINKED IMMUNOSORBENT ASSAY; HISTONE DEACETYLASE INHIBITORS; HISTONE DEACETYLASES; HUMANS; INFLAMMATION; INTERLEUKIN-6; INTESTINAL MUCOSA; MACROPHAGES; OXIDATION-REDUCTION;

EID: 85047608074     PISSN: 15548929     EISSN: 15548937     Source Type: Journal    
DOI: 10.1021/acschembio.8b00073     Document Type: Article

References (29)

1. Kaiko, G. E. and Stappenbeck, T. S. (2014) Host-microbe interactions shaping the gastrointestinal environment. Trends Immunol. 35, 538-548, 10.1016/j.it.2014.08.002
2. Roediger, W. E. (1980) Role of anaerobic bacteria in the metabolic welfare of the colonic mucosa in man. Gut 21, 793-798, 10.1136/gut.21.9.793
3. Chang, P. V., Hao, L., Offermanns, S., and Medzhitov, R. (2014) The microbial metabolite butyrate regulates intestinal macrophage function via histone deacetylase inhibition. Proc. Natl. Acad. Sci. U. S. A. 111, 2247-2252, 10.1073/pnas.1322269111
4. Kaiko, G. E., Ryu, S. H., Koues, O. I., Collins, P. L., Solnica-Krezel, L., Pearce, E. J., Pearce, E. L., Oltz, E. M., and Stappenbeck, T. S. (2016) The Colonic Crypt Protects Stem Cells from Microbiota-Derived Metabolites. Cell 165, 1708-1720, 10.1016/j.cell.2016.05.018
5. Whitesides, G. M. (2016) Physical-Organic Chemistry: A Swiss Army Knife. Isr. J. Chem. 56, 66-82, 10.1002/ijch.201500061
6. Furusawa, Y., Obata, Y., Fukuda, S., Endo, T. A., Nakato, G., Takahashi, D., Nakanishi, Y., Uetake, C., Kato, K., Kato, T., Takahashi, M., Fukuda, N. N., Murakami, S., Miyauchi, E., Hino, S., Atarashi, K., Onawa, S., Fujimura, Y., Lockett, T., Clarke, J. M., Topping, D. L., Tomita, M., Hori, S., Ohara, O., Morita, T., Koseki, H., Kikuchi, J., Honda, K., Hase, K., and Ohno, H. (2013) Commensal microbe-derived butyrate induces the differentiation of colonic regulatory T cells. Nature 504, 446-450, 10.1038/nature12721
7. Arpaia, N., Campbell, C., Fan, X., Dikiy, S., van der Veeken, J., deRoos, P., Liu, H., Cross, J. R., Pfeffer, K., Coffer, P. J., and Rudensky, A. Y. (2013) Metabolites produced by commensal bacteria promote peripheral regulatory T-cell generation. Nature 504, 451-455, 10.1038/nature12726
8. Smith, P. M., Howitt, M. R., Panikov, N., Michaud, M., Gallini, C. A., Bohlooly-Y, M., Glickman, J. N., and Garrett, W. S. (2013) The microbial metabolites, short-chain fatty acids, regulate colonic Treg cell homeostasis. Science 341, 569-573, 10.1126/science.1241165
9. Kouzarides, T. (2007) Chromatin modifications and their function. Cell 128, 693-705, 10.1016/j.cell.2007.02.005
10. Yang, X. J. and Seto, E. (2008) Lysine acetylation: codified crosstalk with other posttranslational modifications. Mol. Cell 31, 449-461, 10.1016/j.molcel.2008.07.002
11. Zhao, S., Xu, W., Jiang, W., Yu, W., Lin, Y., Zhang, T., Yao, J., Zhou, L., Zeng, Y., Li, H., Li, Y., Shi, J., An, W., Hancock, S. M., He, F., Qin, L., Chin, J., Yang, P., Chen, X., Lei, Q., Xiong, Y., and Guan, K. L. (2010) Regulation of cellular metabolism by protein lysine acetylation. Science 327, 1000-1004, 10.1126/science.1179689
12. Choudhary, C., Kumar, C., Gnad, F., Nielsen, M. L., Rehman, M., Walther, T. C., Olsen, J. V., and Mann, M. (2009) Lysine acetylation targets protein complexes and co-regulates major cellular functions. Science 325, 834-840, 10.1126/science.1175371
13. Bantscheff, M., Hopf, C., Savitski, M. M., Dittmann, A., Grandi, P., Michon, A. M., Schlegl, J., Abraham, Y., Becher, I., Bergamini, G., Boesche, M., Delling, M., Dumpelfeld, B., Eberhard, D., Huthmacher, C., Mathieson, T., Poeckel, D., Reader, V., Strunk, K., Sweetman, G., Kruse, U., Neubauer, G., Ramsden, N. G., and Drewes, G. (2011) Chemoproteomics profiling of HDAC inhibitors reveals selective targeting of HDAC complexes. Nat. Biotechnol. 29, 255-265, 10.1038/nbt.1759
14. Riggs, M. G., Whittaker, R. G., Neumann, J. R., and Ingram, V. M. (1977) n-Butyrate causes histone modification in HeLa and Friend erythroleukaemia cells. Nature 268, 462-464, 10.1038/268462a0
15. Tan, J., McKenzie, C., Potamitis, M., Thorburn, A. N., Mackay, C. R., and Macia, L. (2014) The role of short-chain fatty acids in health and disease. Adv. Immunol. 121, 91-119, 10.1016/B978-0-12-800100-4.00003-9
16. Cousens, L. S., Gallwitz, D., and Alberts, B. M. (1979) Different accessibilities in chromatin to histone acetylase. J. Biol. Chem. 254, 1716-1723
17. Gilbert, K. M., DeLoose, A., Valentine, J. L., and Fifer, E. K. (2006) Structure-activity relationship between carboxylic acids and T cell cycle blockade. Life Sci. 78, 2159-2165, 10.1016/j.lfs.2005.09.047
18. Topping, D. L. and Clifton, P. M. (2001) Short-chain fatty acids and human colonic function: roles of resistant starch and nonstarch polysaccharides. Physiol. Rev. 81, 1031-1064, 10.1152/physrev.2001.81.3.1031
19. Stumpf, P. K. (1969) Metabolism of Fatty Acids. Annu. Rev. Biochem. 38, 159-212, 10.1146/annurev.bi.38.070169.001111
20. Katsuyuki, T., Toshiaki, M., Emi, W., and Ayumi, T. (Cyclex Co., Ltd. (2007) Kit for determining the acetylation level of a peptide based on sensitivity of the peptide to peptidase, U.S. Patent 7256013 B2.
21. Wegener, D., Wirsching, F., Riester, D., and Schwienhorst, A. (2003) A fluorogenic histone deacetylase assay well suited for high-throughput activity screening. Chem. Biol. 10, 61-68, 10.1016/S1074-5521(02)00305-8
22. van der Flier, L. G. and Clevers, H. (2009) Stem cells, self-renewal, and differentiation in the intestinal epithelium. Annu. Rev. Physiol. 71, 241-260, 10.1146/annurev.physiol.010908.163145
23. Scheller, J., Chalaris, A., Schmidt-Arras, D., and Rose-John, S. (2011) The pro- and anti-inflammatory properties of the cytokine interleukin-6. Biochim. Biophys. Acta, Mol. Cell Res. 1813, 878-888, 10.1016/j.bbamcr.2011.01.034
24. Le Poul, E., Loison, C., Struyf, S., Springael, J. Y., Lannoy, V., Decobecq, M. E., Brezillon, S., Dupriez, V., Vassart, G., Van Damme, J., Parmentier, M., and Detheux, M. (2003) Functional characterization of human receptors for short chain fatty acids and their role in polymorphonuclear cell activation. J. Biol. Chem. 278, 25481-25489, 10.1074/jbc.M301403200
25. Wilfong, E. M., Du, Y., and Toone, E. J. (2012) An enthalpic basis of additivity in biphenyl hydroxamic acid ligands for stromelysin-1. Bioorg. Med. Chem. Lett. 22, 6521-6524, 10.1016/j.bmcl.2012.05.032
26. AbdelHafez, E. M. N., Aly, O. M., Abuo-Rahma, G., and King, S. B. (2014) Lossen Rearrangements under Heck Reaction Conditions. Adv. Synth. Catal. 356, 3456-3464, 10.1002/adsc.201400170
27. Sun, L., Miyoshi, H., Origanti, S., Nice, T. J., Barger, A. C., Manieri, N. A., Fogel, L. A., French, A. R., Piwnica-Worms, D., Piwnica-Worms, H., Virgin, H. W., Lenschow, D. J., and Stappenbeck, T. S. (2015) Type I interferons link viral infection to enhanced epithelial turnover and repair. Cell Host Microbe 17, 85-97, 10.1016/j.chom.2014.11.004
28. Miyoshi, H. and Stappenbeck, T. S. (2013) In vitro expansion and genetic modification of gastrointestinal stem cells in spheroid culture. Nat. Protoc. 8, 2471-2482, 10.1038/nprot.2013.153
29. Zielinska, A. and Zielinski, M. (2001) Deuterium kinetic isotope effect in the oxidation of deuteriated butyric acid-D-7 with chromium trioxide in 85% orthophosphoric acid. J. Radioanal. Nucl. Chem. 250, 347-351, 10.1023/A:1017916200739