CAS 21730-93-8

(3R,4S)-Dihydro-3,4-dihydroxy-2(3H)-furanone

Description:

(3R,4S)-Dihydro-3,4-dihydroxy-2(3H)-furanone, with CAS number 21730-93-8, is a chemical compound characterized by its furanone structure, which features a five-membered lactone ring. This compound is notable for its stereochemistry, specifically the (3R,4S) configuration, indicating the spatial arrangement of its hydroxyl groups at the 3 and 4 positions. It is a colorless to pale yellow liquid or solid, depending on its purity and temperature. The presence of hydroxyl groups contributes to its potential solubility in water and polar solvents, while the furanone ring may impart unique reactivity and flavor characteristics. This compound is of interest in various fields, including organic synthesis and flavor chemistry, due to its potential applications in the development of natural flavoring agents and its role in biochemical pathways. Its stability and reactivity can be influenced by environmental conditions, making it a subject of study in both synthetic and natural product chemistry.

Formula: C₄H₆O₄

InChI: InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3+/m0/s1

InChI key: InChIKey=SGMJBNSHAZVGMC-STHAYSLISA-N

SMILES: O[C@@H]1[C@@H](O)COC1=O

Synonyms:

• (3R,4S)-Dihydro-3,4-dihydroxy-2(3H)-furanone
• 2(3H)-Furanone, dihydro-3,4-dihydroxy-, (3R,4S)-
• 2(3H)-Furanone, dihydro-3,4-dihydroxy-, (3R-trans)-
• 2(3H)-furanone, dihydro-3,4-bis[(trimethylsilyl)oxy]-
• 21730-93-8
• 3,4-Bis[(trimethylsilyl)oxy]dihydro-2(3H)-furanone
• 3,4-bis[(trimethylsilyl)oxy]dihydro-cis-2(3H)-furanone
• <span class="text-smallcaps">L</span>-Threonic acid, γ-lactone
• <span class="text-smallcaps">L</span>-Threono-γ-lactone
• <span class="text-smallcaps">L</span>-Threonolactone
• Threonic acid, γ-lactone, <span class="text-smallcaps">L</span>-
• L-Threonic acid, γ-lactone

L-Threonolactone

CAS: 21730-93-8

Formula: C₄H₆O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 118.0880

Ref: IN-DA00C2UL

L-Threonolactone

CAS: 21730-93-8

L-Threonolactone

Purity: ≥95%

Molecular weight: 118.09g/mol

Ref: 54-OR1005119

L-Threonic acid-1,4-lactone

CAS: 21730-93-8

Ref: 7W-GC9363

L-Threonolactone

Controlled Product

CAS: 21730-93-8

Applications L-Threonolactone is formed in the autoxidation of L-Ascorbic acid (A786990), a compound that is essential for numerous enzymatic reactions in the body and is also responsible for scavenging free radicals to prevent oxidative damage to cells.
References Miyake, N., et al.: Biosci. Biotech. Bioch., 61, 2069 (1997); Kvernberg, P. & Pedersen, B.: Acta Chem. Scand., 48, 646 (1994); Tsukaguchi, H., et al.: Nature, 399, 70 (1999)

Formula: C₄H₆O₄

Color and Shape: Neat

Molecular weight: 118.088

Ref: TR-T405520

L-Threonic acid-1,4-lactone

CAS: 21730-93-8

L-Threonic acid-1,4-lactone is a nutrient solution for mammalian tissue. It is a coenzyme that acts as an intermediate in the conversion of dehydroascorbic acid to erythronate and participates in the synthesis of 4-hydroxycinnamic acid from 4-hydroxyphenylpyruvic acid. L-Threonic acid-1,4-lactone has been shown to inhibit the replication of human immunodeficiency virus (HIV) in vitro. The physiological levels of L-Threonic acid-1,4-lactone are not yet known, but it has been shown to have inhibitory properties on HIV infection at concentrations that do not affect cellular metabolism or induce reactive oxygen species production. L-Threonic acid-1,4-lactone also has been shown to prevent hepatic steatosis and fatty liver disease by inhibiting lipid accumulation via its ability to

Formula: C₄H₆O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 118.09 g/mol

Ref: 3D-MT08297

L-Threonolactone

CAS: 21730-93-8

L-Threonolactone is a Carbohydrate Derivative.

Formula: C₄H₆O₄

Color and Shape: Solid

Molecular weight: 118.09

Ref: TM-TNU1293