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Topic: Solubility of amino acids in polar solvents  (Read 795 times)

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Offline amand79

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Solubility of amino acids in polar solvents
« on: April 19, 2020, 09:50:54 PM »
It is said that amino acids are soluble in polar solvents. I am confused as to how non polar amino acids are soluble in polar solvents. Is it not the case that like dissolves like? Thank you.

Offline AWK

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Re: Solubility of amino acids in polar solvents
« Reply #1 on: April 20, 2020, 01:31:35 AM »
Don't treat the rules too dogmatically. The solubility of amino acids is not a simple dependence of the solvent polarity. There are no non-polar amino acids - they are only more or less polar. Amino acid racemates often have very different solubilities from pure enantiomers, although they are a physical mixture of these enantiomers. The highly polar Asp and Glu have lower solubilities than the less polar Phe.

https://www.semanticscholar.org/paper/Solubilities-of-the-common-L-%CE%B1-amino-acids-as-a-of-Amend-Helgeson/94df8ddf7af41b33ee734810e94e39b7a0cfb5ff
see Table 1
AWK

Offline Babcock_Hall

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Re: Solubility of amino acids in polar solvents
« Reply #2 on: April 20, 2020, 09:41:26 AM »
I would also think about the acid-base properties of even the simpler amino acids, such as alanine.

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