rac-homocitrato 3-lactone acid, CAS No. 91912-46-8

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91912-46-8

Catalog No. EBD675676

CAS 91912-46-8

Name rac-homocitrato 3-lactone acid

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Basic Information

Synonyms: (5-oxotetrahydrofuran-2-yl)acetylhydrogencarbonate rac-homocitrato3-lactoneacid homocitricacid3-lactone homocitricacid-gamma-lactone homocitratelactone 2-carboxytetrahydro-5-oxo-2-furanaceticacid 2-(carboxymethyl)-5-oxotetrahydrofuran-2-carboxylicacid (+/-)-Homocitricacidlactone (S)-homocitricacidlactone 2-carboxymethyl-5-oxo-tetrahydro-furan-2-carboxylicacid Homocitronensaeurelacton

Molecular Formula: C7H8O6

Molecular Weight: 188.14

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

Rac-Homocitrato 3-lactone acid, also known as 2-(carboxymethyl)-5-oxotetrahydrofuran-2-carboxylic acid, is a chemical compound featuring a fused lactone and carboxylic acid structure. It is a racemic mixture of the lactone form of homocitric acid, a key biosynthetic intermediate. This compound is primarily recognized as a precursor or an analog in the study of homocitrate synthase, an enzyme crucial in the lysine biosynthesis pathway in fungi and some bacteria. Its structural similarity to homocitric acid makes it valuable as a biochemical tool for investigating enzyme mechanisms and metabolic pathways. Research applications include its potential use as an inhibitor or substrate analog in enzymatic studies. While its primary utility lies in biochemical research, its bifunctional nature (containing both a lactone and carboxylic acid groups) also positions it as a specialized chiral building block in organic synthesis for constructing complex molecules, particularly those containing tetrahydrofuran motifs.

Physical Properties

Boiling Point: 431.1°Cat760mmHg

Flash Point: 183.7°C

Density: 1.464g/cm3