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pH and functional groups

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Many of the biological functions of substances are pH-dependent. For this reason, knowing which functional groups are acidic, basic, or neutral is important. Neutral functional groups behave the same no matter what the pH is. Table 3-2 lists the functional groups; whether they’re acidic, neutral, or basic; and, for acidic and basic groups, their weakness level (medium, weak, or very weak). The weaker a substance is in terms of pH, the less likely it’s affected by its solution pH (except under extreme pH conditions, which normally don’t occur in biological systems).

TABLE 3-2 Acid-Base Properties of Biologically Important Functional Groups

Functional Group Acid, Base, or Neutral Weakness Level
Monophosphate esters and diphosphate esters Acid Medium
Carboxylic acids Acid Weak
Phenols Acid Very weak
Thiols Acid Very weak
Amine salts Acid Very weak
Amines Base Weak
Carboxylate ions Base Very weak
Alcohols Neutral
Carboxylate esters Neutral
Ethers Neutral
Triphosphate esters Neutral
Thioethers Neutral
Disulfides Neutral
Amides Neutral
Ketones Neutral
Aldehydes Neutral
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