2,3-Dihydroxybenzoic acid
Encyclopedia
2,3-Dihydroxybenzoic acid is a dihydroxybenzoic acid
, a type of organic compound. The colourless solid occurs naturally, being formed via the chorismic acid
pathway. It is incorporated into various siderophore
s, which are molecules that strongly complex iron ions for absorption into bacteria. 2,3-DHB consists of a catechol group, which upon deprotonation binds iron centers very strongly, and the carboxylic acid
group by which the ring attaches to various scaffolds via amide linkages. A famous high affinity siderophore
is enterochelin, which contains three dihydroxybenzoyl substituents linked to the depsitripeptide of serine
. It is a potentially useful iron-chelating drug.
2,3-Dihydroxybenzoic acid is also a product of human aspirin
metabolism.
Dihydroxybenzoic acid
Dihydroxybenzoic acids are a type of phenolic acids.There are six main compounds, having all the same molecular formula C7H6O4. Those are:* 2,3-Dihydroxybenzoic acid * 2,4-Dihydroxybenzoic acid...
, a type of organic compound. The colourless solid occurs naturally, being formed via the chorismic acid
Chorismic acid
Chorismic acid, more commonly known as its anionic form chorismate, is an important biochemical intermediate in plants and microorganisms...
pathway. It is incorporated into various siderophore
Siderophore
Siderophores are small, high-affinity iron chelating compounds secreted by grasses and microorganisms such as bacteria and fungi...
s, which are molecules that strongly complex iron ions for absorption into bacteria. 2,3-DHB consists of a catechol group, which upon deprotonation binds iron centers very strongly, and the carboxylic acid
Carboxylic acid
Carboxylic acids are organic acids characterized by the presence of at least one carboxyl group. The general formula of a carboxylic acid is R-COOH, where R is some monovalent functional group...
group by which the ring attaches to various scaffolds via amide linkages. A famous high affinity siderophore
Siderophore
Siderophores are small, high-affinity iron chelating compounds secreted by grasses and microorganisms such as bacteria and fungi...
is enterochelin, which contains three dihydroxybenzoyl substituents linked to the depsitripeptide of serine
Serine
Serine is an amino acid with the formula HO2CCHCH2OH. It is one of the proteinogenic amino acids. By virtue of the hydroxyl group, serine is classified as a polar amino acid.-Occurrence and biosynthesis:...
. It is a potentially useful iron-chelating drug.
2,3-Dihydroxybenzoic acid is also a product of human aspirin
Aspirin
Aspirin , also known as acetylsalicylic acid , is a salicylate drug, often used as an analgesic to relieve minor aches and pains, as an antipyretic to reduce fever, and as an anti-inflammatory medication. It was discovered by Arthur Eichengrun, a chemist with the German company Bayer...
metabolism.