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Review of the metabolism of 2-hydroxy-4-(methylthio) butanoic acid*

Published online by Cambridge University Press:  18 September 2007

J.J. Dibner
J.J. Dibner
Affiliation:
Novus International:, Inc., 20 Research Park Drive, Missouri Research Park, St. Charles, MO 63304USA, e-mail: julia.dibner@novusint.com
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Abstract

This report will cover studies of the metabolism of a supplemental source of L-methionine (L-met), Alimet® feed supplement. The goal of these studies was to gain an understanding of how this methionine precursor is converted to L-methionine and how it is used by the chick, in order to optimise the conditions for its use. The methionine precursor in Alimet is 2-hydroxy-4- (methylthio) butanoic acid (HMB). HMB differs from methionine by having a hydroxyl group on the alpha carbon rather than an amino group. Like synthetic DL-met, HMB has one asymmetrical carbon atom and therefore occurs as a mixture of 50% L-isomer and 50% D-isomer. Because HMB bears a hydroxyl group instead of an amino group, it is an organic acid. Until it is converted to L-met antimicrobial properties of HMB resemble those of organic acids such as lactic acid. Once inside the tissue of the animal, however, HMB is rapidly converted to L-met. Following conversion to L-met, HMB will have the same availability for methyl group transfer or cysteine synthesis as L-met from any other source. This report will cover the bioavailability of HMB polymers, the conversion of HMB to L-met and the role of HMB in normal L-met intermediary metabolism. It will also include a discussion of HMB absorption and incorporation into protein.

Keywords

2-hydroxy-4- (methylthio) butanoic acid HMBmethionine metabolism
Type
Reviews
Information
World's Poultry Science Journal , Volume 59 , Issue 1 , March 2003 , pp. 99 - 110
Copyright
Copyright © Cambridge University Press 2003

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References

Baker, D.H. (1984) Equalized versus ad libitum feeding. Nutr. Rev. 42: 269–273.Google Scholar
Baudichau, A., Bruyer, D.C., Ontiveros, R. and Shermer, W.D. (1987) A rapid h.p.l.c. method for the determination of methionine hydroxy analogue free acid in supplemented feeds. J. Sci. Food Agric. 38: 1–8.CrossRefGoogle Scholar
Belaso, I.J., Pease, H.L. and Reiser, R.W. (1978) Microbial conversion of methionine to methionine hydroxy analogue and its natural occurrence in various foods and feed products. J. Agric. Food Chem. 26: 327–330.CrossRefGoogle Scholar
Boebel, K.P. and Baker, D.H. (1982) Efficacy of the calcium and free acid forms of methionine hydroxy analogue for chicks. Poult. Sci. 61: 1167–1175.Google Scholar
Bowman, W.C. and Marshall, T.G. (1971) Muscle. In: Physiology and Biochemistry of the Domestic Fowl. (Bell, D.J. and Freeman, B.M., eds.) pp.707–744. Academic Press, New York.Google Scholar
Brachet, P. and Puigserver, A. (1987) Transport of methionine hydroxy analog across the brush border membrane of rat jejunum. J. Nutr. 117: 1241–1246.CrossRefGoogle ScholarPubMed
Bruyer, D.C., Vanbelle, M. and Baudichau, A. (1988) Hydrolysis of 2-hydroxy-4-(methylthio) butanoic acid dimer in simulated intestinal fluid. Biotechnology and Food Industry Proc. Int. Symp. Budapest, pp 163–172.Google Scholar
Bruyer, D.C. and Vanbelle, M. (1990a) Efficacite comparee pour la croissance du poussin de differentes sources de methionine. Ann. Zootech. 39: 45–51.CrossRefGoogle Scholar
Bruyer, D.C. and Vanbelle, M. (1990b) Estimation of bioavailable methionine hydroxy analogue free acid dimer for poultry and pits. Publication #57 – 1990 de lapos;Unite de Biochimie de la Nutrition, Louvain-la-Neuve.Google Scholar
Cammack, R. (1969) Assay, purification and properties of mammalian D-2-hydroxy acid dehydrogenase. Biochem. J. 115: 55–64.Google Scholar
De Duve, C. (1983) Microbodies in the living cell. Sci. Amer. 248: 74–84.Google Scholar
Combs, G.F., Bossard, E.H. and Childs, G.R. (1968) Improved chick bioassays for available lysine and methionine. Feedstuffs 24: 51–53.Google Scholar
Dibner, J.J. (1983) Utilization of. supplemental methionine sources by primary cultures of chick hepatocytes. J. Nutr. 3: 2116–2123.Google Scholar
Dibner, J.J. (1985) In vitro methods in animal nutrition. Proceedings, Monsanto Technical Symposium,Minnesota Nutrition Conference,September 16, 1985,Bloomington, MN.Google Scholar
Dibner, J.J. and Buttin, P. (2002) Use of organic acids as a model to study the impact of gut microflora on nutrition and metabolism. J. of App. Poultry Res. (in press).Google Scholar
Dibner, J.J. and Knight, C.D. (1984) Conversion of 2-hydroxy-4-(methylthio) butanoic acid to L-methionine in the chick: a stereospecific pathway. J. Nutr. 114: 1716–1723.Google Scholar
Dibner, J.J., Durley, R.C., Kostelc, J.G. and Ivey, F.J. (1990) 2-Hydroxy-4-(methylthio) butanoic acid is a naturally occurring methionine precursor in the chick. J. Nutr. 120: 553–560.Google Scholar
Dixon, M. and Webb, E.C. (1979) Enzymes. Academic Press, New York, p 491.Google Scholar
Edwards, C.H., Rawalay, S.S. and Edwards, G.A. (1973) Intermediary metabolism of methionine. J. Elisha Mitchell Sci. Soc. 89: 206–213.Google Scholar
Esteve-Garcia, E. and Austic, R.E. (1993) Intestinal absorption and renal excretion of dietary methionine sources by the growing chicken. J. Nutr. Biochem. 4: 576–587.Google Scholar
Galsworthy, S.B. and Metzenberg, R.L. (1965) Sulfur-containing metabolites secreted by a methionine-resistant mutant of Neurospora. Biochemistry 4: 1183–1188.Google Scholar
Golian, A. and Polin, D. (1984) Passage rate of feed in very young chicks. Poultry Sci. 63: 1013–1019.Google Scholar
Gordon, R.S. and Sizer, W. (1965) Conversion of methionine hydroxy analogue to methionine in the chick. Poult. Sci. 44: 673–678.CrossRefGoogle ScholarPubMed
Han, Y., Castanon, , Parsons, C.M. and Baker, D.H. (1990) Absorption and bioavailability of DL-methionine hydroxy analog compared to DL-methionine. Poultry Sci. 69: 281–287.Google Scholar
Knight, C.D. and Dibner, J.J. (1984) Comparative absorption of 2-hydroxy-4 (methylthio) butanoic acid and L-methionine in the broiler chick. J. Nutr. 114: 2179–2186.CrossRefGoogle Scholar
Knight, C.D., Dibner, J.J. and Ivey, F.J. (1991) Crystalline amino acid diets for chicks: history and future. Proceedings, Maryland Nutr. Conf., Salisbury, MD, 03 21 and 22, 1991.Google Scholar
Knight, C.D., Atwell, C.A., Wuelling, C.W., Ivey, F.J. and Dibner, J.J. (1998) The relative effectiveness of 2-hydroxy-4- (methylthio) butanoic acid and DL-methionine in young swine. J. Anim. Sci. 76: 781–787.CrossRefGoogle Scholar
Langer, B.W., Smith, W.J. and Theodorides, V.J. (1971) Conversion of alpha-hydroxy and alpha-keto analogues of methionine to methionine by cell free extracts of adult female Ascaris suum. J. Parisitol. 57: 836–839.Google Scholar
Lawson, C.Q. and Ivey, F.J. (1986) Hydrolysis of 2-hydroxy-4- (methylthio)butanoic acid in two model systems. Poult. Sci. 65: 1749–1753.Google Scholar
Lerner, J. and Kratzer, F.H. (1976) A comparison of intestinal amino acid absorption in various avian and mammalian species. Comp. Biochem. Physiol. 53A: 123–127.Google Scholar
Lobley, G.E., Lapierre, H., Dibner, J.J., Parker, D.S. and Vazquez-Anon, M. (2001) HMB metabolism in ruminants. Proceedings: Southwest Nutrition and Management Conference, Novus PreConference Symposium, pp. 21–31, Phoenix, AZ.Google Scholar
Maenz, D.D. and Engele-Schaan, C.M. (1996) Methionine and 2-hydroxy-4-methylthiobutanoic acid are transported by distinct Na+-dependent and H+-dependent system in the brush border membrane of the chick intestinal epithelium. J. Nutr. 126: 529–536.Google Scholar
Masters, C. and Holmes, R. (1977) Peroxisomes: new aspects of cell physiology and biochemistry. Physiol. Rev. 57: 816–882.CrossRefGoogle ScholarPubMed
Maw, G.A. and Coyne, C.M. (1966) Hydroxy acids as metabolites of sulfur amino acids in yeast. Arch. Biochem. Biophys. 117: 499–504.Google Scholar
Mccollum, M.Q., Vazquez-Anon, M., Dibner, J.J. and Webb, K.E. Jr. (2000) Absorption of 2-hydroxy-4-methylthiobutanoic acid by isolated sheep ruminal and omasal epithelia. J. Anim. Sci. 78: 1078–1083.CrossRefGoogle ScholarPubMed
Mroz, Z. (2000) Supplementary organic acids and their interactive effects with microbial phytase in diets for pigs and poultry. Annual Conference on Phytase in Animal Nutrition, 06 8–9, 2000, Lublin, Poland.Google Scholar
Ontiveros, R.R., Shermer, W.D. and Berner, R.A. (1987) An HPLC method for the determination of 2-hydroxy-4- (methy1thio)butanoic acid (HMB) in supplemented animal feeds. J. Agric. Food Chem. 35: 692–694.CrossRefGoogle Scholar
Pan, Y.X., Wong, E.A., Dibner, J.J., Vazquez-Anon, M. and Webb, K.E. Jr., (2002) Poly(A)+ RNA encoding proteins capable of transporting L-methionine and/or DL-2-hydroxy-4-methylthiobutanoic acid are present in the intestinal mucosa of broilers. J. Nutr. 132: 382–386.Google Scholar
Robinson, J.C., Keay, L., Molinari, R. and Sizer, I.W. (1962) L-alpha-hydroxy acid oxidases of hog renal cortex. J. Biol. Chem. 237: 2001–2010.CrossRefGoogle ScholarPubMed
Saroka, J.M. (1983) Factors Affecting the Utilization of Methionine hydroxy Analogue for Animal Production. Master's thesis, Cornell University, Ithaca, NY, p. 89.Google Scholar
Saroka, J.M. and Combs, G.F. (1983) Comparison of the utilization of methionine and its hydroxyl analogs by the chick. Poult. Sci. 62: 1496.Google Scholar
Scott, P.J., Visentin, L.P. and Allen, J.M. (1969) The enzymatic characteristics of peroxisomes of amphibian and avian liver and kidney. Ann. N.Y. Acad. Sci. 168: 244–264.CrossRefGoogle ScholarPubMed
Soriano-Garcia, J.F., Torras-Llort, M., Moreto, M. and Ferrer, R. (1999) Regulation of L-methionine and L-lysine uptake in chicken jejunal brush border membrane by dietary methionine. Am. J. Physiol. 277: R1654–R1661.Google Scholar
Tubbs, P.K. and Greville, G.D. (1961) The oxidation of D-alpha- hydroxy acids in animal tissues. Biochem. J. 81: 104–114.Google Scholar
Van Weerden, E.J., Schutte, J.B. and Bertram, (1992) Utilization of the polymers of methionine hydroxy analogue free acid (MHA-FA) in broiler chicks. Arch. Geflügelk. 56: 63–68.Google Scholar
Vazquez-Anon, M., Atwell, C.A., Wuelling, C.W. and Dibner, J.J. (2000) Metabolism of D and L methionine in young chicks, Proceedings, World Poultry Science Association Meeting, 08, 2000, Montreal, Canada.Google Scholar