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Trehalose-6,6'-dibehenate

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Category Adjuvants
Catalog NO. BPG-3011
Product Name Trehalose-6,6'-dibehenate
CAS 66758-35-8
Molecular Formula C56H106O13
Molecular Weight 987.43
Trehalose-6,6'-dibehenate

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Catalog Number Name Size / Price Stock Quantity
BPG-3011 Trehalose-6,6'-dibehenate In stock
BPG-3011 Trehalose-6,6'-dibehenate In stock
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Description Trehalose-6,6'-dibehenate is a bioactive glycolipid and an analog of mycobacterial cord factor. Trehalose-6,6'-dibehenate is considered less toxic and an efficient vaccine adjuvant for tuberculosis. Trehalose-6,6'-dibehenate is a synthetic glycolipid composed of a trehalose backbone esterified with behenic acid chains. As an amphiphilic molecule, it exhibits unique solubility characteristics, facilitating its incorporation into lipid-based formulations. Its structural resemblance to natural mycobacterial glycolipids makes it a valuable tool for studying immune modulation and cell signaling pathways. Researchers frequently employ Trehalose-6,6'-dibehenate in immunology, vaccine delivery, and membrane biochemistry investigations.
Synonyms 22:0 Trehalose; D-(+)-trehalose 6,6'-dibehenate; 6,6'-didocosanoyl-α,α'-trehalose; TDB; α-D-Glucopyranoside, 6-O-(1-oxodocosyl)-α-D-glucopyranosyl, 6-docosanoate
IUPAC Name [(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6R)-6-(docosanoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl docosanoate
SMILES CCCCCCCCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(C(O2)COC(=O)CCCCCCCCCCCCCCCCCCCCC)O)O)O)O)O)O
InChI InChI=1S/C56H106O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-47(57)65-43-45-49(59)51(61)53(63)55(67-45)69-56-54(64)52(62)50(60)46(68-56)44-66-48(58)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h45-46,49-56,59-64H,3-44H2,1-2H3/t45-,46-,49-,50-,51+,52+,53-,54-,55-,56-/m1/s1
InChIKey ZLJJDBSDZSZVTF-LXOQPCSCSA-N
Boiling Point 945.8±65.0°C at 760 mmHg
Purity >99%
Density 1.08±0.1 g/cm3
Related CAS 73078-77-0 (Deleted CAS) 160112-43-6 (Deleted CAS)
Appearance White solid
Shelf Life 1 Year
Storage Store at -20 °C
Exact Mass 986.763
Hygroscopic No
Light Sensitive No
Percent Composition C 68.12%, H 10.82%, O 21.06%

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