Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C12H22O11 |
Molecular Weight | 342.2965 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=AYRXSINWFIIFAE-UDKQPYHCSA-N
InChI=1S/C12H22O11/c13-1-4(15)7(17)8(18)5(16)3-22-12-11(21)10(20)9(19)6(2-14)23-12/h1,4-12,14-21H,2-3H2/t4-,5+,6+,7+,8+,9+,10-,11+,12+/m0/s1
Molecular Formula | C12H22O11 |
Molecular Weight | 342.2965 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Gentiobiose is a rare disaccharide composed of two units of D-glucose joined with a beta (1->6) linkage. It occurs in living systems which use it both structurally and as energy source. Gentiobiose was first isolated from gentian roots and was shown to be involved in signaling pathways of the plant. Gentiobiose is incorporated into the chemical structure of crocin the chemical compound that gives saffron its color and that have shown potential anti-bacterial and anti-parasitic effects. Gentiobiose serves as a growth substrate and is a constituent of cell wall and deoxyribonucleic acid in microorganisms. Gentiobiose was found to be a specific substrate of β-glucosidase BglH from Aspergillus fungi which preferentially hydrolyzed gentiobiose rather than other oligosaccharides. Gentiobiose was used to study binding of V3-7Sh sIgM to zymosan while investigating a class of common pathogens as functional ligands for a subset of somatically mutated human B cell lymphomas. It was also used in binding assays to determine if coelomic cytolytic factor 1 (CCF-1) binds to β-1,3-glucans to stimulate the pro-PO-activating system.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Lactobacillus concavus sp. nov., isolated from the walls of a distilled spirit fermenting cellar in China. | 2005 Sep |
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Molecular cloning and transcriptional expression analysis of an intracellular beta-glucosidase, a family 3 glycosyl hydrolase, from the edible straw mushroom, Volvariella volvacea. | 2007 Feb |
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Methyl beta-allolactoside [methyl beta-D-galactopyranosyl-(1-->6)-beta-D-glucopyranoside] monohydrate. | 2009 Dec |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23296468
Binding of V3-7Sh sIgM to zymosan was studied using the flow cytometry analysis. Single colonies of bacteria and yeasts were isolated from agar plates and suspended in DMEM medium. 5 × 10^6 bacteria, 1.5 × 10^6 yeast, or ∼1 × 10^6 zymosan particles were stained with 2 µg/ml of sIgM and, subsequently, with anti-IgM F(ab′)2-PE. For inhibition experiments, ∼1 × 10^6 zymosan particles were stained in the presence of ≤10 µg/ml pustulan, mannan, or laminarin and ≤5 mM of gentiobiose. Competition by micromolar concentrations of gentiobiose inhibited binding to zymosan
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:13:23 GMT 2023
by
admin
on
Sat Dec 16 08:13:23 GMT 2023
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Record UNII |
HF30HB040V
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Record Status |
Validated (UNII)
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Record Version |
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m5701
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20056559
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HF30HB040V
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209-074-0
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DTXSID80101774
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Gentiobiose
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