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Sulfur-Containing Amino Acids Cysteine and Methionine

The two main sulfur-containing amino acids are cysteine and methionine; however, there are other sulfur-containing amino acids as well. Both cysteine and methionine are nonpolar as well as hydrophobic, with methionine being extremely hydrophobic as far as amino acids go. Methionine is also found inside proteins, and cysteine is often found there too.

There are some other fascinating things about these two (and other) sulfur-containing amino acids. Aside from methionine and cysteine being most popularly known, other commonly known sulfur-containing amino acids include homocysteine and taurine. The last two are not incorporated into proteins, however.

According to the authors at the Journal of Nutrition (JN), the “difference accounts for some of the distinctive properties of the sulfur-containing amino acids. Methionine is the initiating amino acid in the synthesis of virtually all eukaryotic proteins … [and if] exposed, are susceptible to oxidative damage. Cysteine, by virtue of its ability to form disulfide bonds, plays a crucial role in protein structure and in protein-folding pathways.”

The authors of JN discuss a number of these sulfur-containing amino acids—methionine, cysteine, taurine, homocysteine, and the lesser known S-adenosylmethionine.

Importance of sulfur-containing amino acids

Although cysteine and methionine are the primary sulfur-containing amino acids due to being two of the 22 common amino acids that are incorporated within proteins, both taurine and homocysteine are also important for physiological function. So why is sulfur in amino acids since most aminos are made of carbon, oxygen, hydrogen, and nitrogen?

Because, says JN, oxygen and sulfur both belong to ‘Group 6’ of the Periodic Table of Elements, so are “capable of making similar covalent linkages” with a critical difference that sulfur has a low electronegativity (oxygen has the second lowest electronegativity). So if oxygen replaces the sulfur it would “result in a much less hydrophobic amino acid.”

Furthermore, substituting oxygen for sulfur—causing oxidation—in sulfur-containing amino acids (including in the more rare S-adenosylmethionine) can have effects in methionine residues where the surface is exposed, causing an oxidation-reduction cycle.

Lastly taurine, as one of the more remarkable sulfur-containing amino acids, has very high concentrations within muscle tissues and utilizes a wide variety of functions. Taurine is, says JN, the “most abundant free amino acid in animal tissues [even though it] accounts for only 3% of the free amino acid pool in plasma, it accounts for 25%, 50%, 53%, and 19%, respectively, of this pool in liver, kidney, muscle, and brain.” It is also one of the most necessary sulfur-containing amino acids for cats and results retinal degeneration in kittens if the mothers are not fed a taurine-rich diet. Taurine is also found in human mother’s milk and is added to many infant formulas because it helps with eyesight.

So all in all, sufur-containing amino acids are necessary for proper health of both animals and humans in the proper biological functioning and growth.

Reference: http://jn.nutrition.org/content/136/6/1636S.full