D-Cellotriose

• CAS: 33404-34-1
• Catalog Number: ACM33404341
• Category: Main Products
• Molecular Weight: 504.44
• Molecular Formula: C₁₈H₃₂O₁₆
• Synonyms: D-maltotriose; Cellotriose; D-(+)-Cellotriose
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES: C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)O)O
• InChI Key: FYGDTMLNYKFZSV-ZWSAEMDYSA-N
• Boiling Point: 865.2ºC at 760mmHg
• Melting Point: >165ºC dec.
• Flash Point: 477ºC
• Density: 1.8g/cm³
• Appearance: White to off-white solid
• Exact Mass: 504.16900
• Safety Description: 22-24/25

Case Study

Cellotriose as an Efficient Fermentation Substrate for Lactic Acid Production by Lactobacillus delbrueckii Mutant UC-3

Adsul, Mukund, et al. Applied and Environmental Microbiology 73.15 (2007): 5055-5057.

This case study examined the unique capability of Lactobacillus delbrueckii mutant UC-3 to utilize cellotriose - a cello-oligosaccharide - as a direct carbon source for high-yield L(+)-lactic acid production.
Methodology: Mutant UC-3 was isolated via UV mutagenesis, selected for enhanced acid production on sucrose medium. Cellotriose (20 mg/10 mL medium) served as the sole carbon source in defined media (1% yeast extract, 25 mg CaCO3), inoculated with 5% pre-culture. Fermentation occurred at 42°C under stationary conditions. Substrate consumption and lactic acid production were quantified via HPLC at 0 h, 18 h, and 30 h.
Key Findings
· UC-3 completely consumed 2 g/L cellotriose within 30 hours, producing 1.7 g/L lactic acid. Longer cellooligosaccharides were not metabolized.
· Sequential Sugar Metabolism: Glucose and fructose (present in inoculum) were consumed within 18 hours before cellotriose utilization commenced.
· Cell-Bound Enzymes: Aryl-β-glucosidase activity was detected only in whole and disrupted cells, indicating membrane association - a novel trait unreported in other Lactobacillus species.
· The 85% yield from cellotriose represents the first documented instance of efficient lactic acid production from this substrate by any L. delbrueckii strain.

Cellotriose as a Potent Natural Inducer of Cellobiohydrolase Genes in Phanerochaete chrysosporium

Suzuki, Hitoshi, et al. Applied and environmental microbiology 76.18 (2010): 6164-6170.

This work identified cellotriose and cellotetraose as a natural molecular inducer of the cellobiohydrolase genes cel7D and cel7C in this fungus. This work provided insight into the mechanisms of the cellulose responsive metabolic regulatory system in this fungus.
Methodology: P. chrysosporium cultures were grown on media with glucose, cellulose (Avicel), cellobiose, cellotriose, or cellotetraose as the sole carbon source. The transcript abundance of the selected genes (cel6A, cel7A-cel7F/G) was analyzed using real-time PCR. Data were standardized against the actin housekeeping gene (transcript copies per 10⁵ actin transcripts).
Key Findings
· Selective Gene Induction: Cellotriose specifically triggered strong upregulation of cel7D and cel7C (significant induction), surpassing cellulose-induced expression levels.
· Superior Inducer Capacity: cel7D transcription under cellotriose (1.7 × 10⁶ transcripts) exceeded all other substrates tested. Cellotriose outperformed cellobiose, which showed minimal cel7D induction
· Differential Response: cel7C reached peak induction with cellotetraose (2.7 × 10⁶ transcripts). cel7B, cel7F/G, and cel6A were induced by cellulose but not significantly by soluble oligomers
· Minimum Oligomer Length: Induction followed the pattern: cellotriose ≈ cellotetraose >> cellobiose, suggesting a minimum effective oligomer length for signaling.