D(+)-Raffinose Pentahydrate

D(+)-Raffinose Pentahydrate

D(+)-Raffinose Pentahydrate (CAS No. 17629-30-0) is a trisaccharide carbohydrate that plays a significant role in various biological and industrial applications. It is composed of one molecule each of D-galactose, D-glucose, and D-fructose, making it a key component in the metabolism of certain microorganisms.

Chemical and Physical Properties

• CAS Number: 17629-30-0
• MDL Number: MFCD00071590
• Molecular Formula: C₁₈H₄₂O₂₁
• Molecular Weight: 594.51 g/mol
• Boiling Point: 78–82°C
• Melting Point: 78–80°C
• Density: 1.465 g/cm³
• Appearance: White crystalline powder

Structure and Composition

D(+)-Raffinose Pentahydrate consists of three monosaccharides linked together, forming a stable structure that is resistant to hydrolysis by digestive enzymes in humans. This characteristic makes it non-digestible for humans, allowing it to reach the large intestine where it serves as a substrate for fermentation by beneficial gut bacteria.

Biological Activity and Applications

1. Prebiotic Effects: D(+)-Raffinose acts as a prebiotic, promoting the growth of beneficial bacteria such as Bifidobacteria and Lactobacilli. This can enhance gut health and improve digestion.
2. Cryoprotectant: It is utilized in cryopreservation processes as a cryoprotectant for biological samples, helping to stabilize cells during freezing and thawing cycles.
3. Carbon Source for Microorganisms: D(+)-Raffinose serves as an important carbon source for yeast cultivation and other microbial fermentation processes.
4. Food Industry Applications: It is used as a bulking agent and stabilizer in food products, contributing to texture and moisture retention.

Production Methods

D(+)-Raffinose can be isolated from natural sources such as sugar beets, cottonseed meal, and various legumes. It can also be produced through enzymatic synthesis from sucrose or by hydrolysis of raffinose oligosaccharides.

Safety and Toxicity

D(+)-Raffinose is generally recognized as safe for consumption. However, excessive intake can lead to gastrointestinal discomfort due to fermentation in the gut, resulting in gas production.

Storage Recommendations

For optimal stability, D(+)-Raffinose Pentahydrate should be stored at temperatures between 2–8°C in a cool, dry place away from light.

In summary, D(+)-Raffinose Pentahydrate is a valuable carbohydrate with diverse applications in food science, microbiology, and biotechnology. Its prebiotic properties and role as a cryoprotectant make it an essential ingredient in various formulations aimed at enhancing health and preserving biological materials.

Citations:

1. https://www.chemicalbook.com/ChemicalProductProperty_EN_CB2230061.htm
2. https://idealmedical.co.za/wp/product/d-raffinose-pentahydrate/
3. https://www.sigmaaldrich.com/IN/en/product/sial/83400
4. https://en.wikipedia.org/wiki/Raffinose
5. https://www.himedialabs.com/us/rm107-d-raffinose-pentahydrate.html
6. https://pubchem.ncbi.nlm.nih.gov/compound/D_-Raffinose-pentahydrate
7. https://www.sigmaaldrich.com/IN/en/product/sigma/r7630
8. https://www.medchemexpress.com/D__addition__-Raffinose_pentahydrate.html