66758-35-8
Chemical Structure
Trehalose-6,6'-dibehenate
- CAS No.: 66758-35-8
- Formula:C56H106O13
- Molecular Weight:987.43
IUPAC Name: ((2R,2'R,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-oxybis(3,4,5-trihydroxytetrahydro-2H-pyran-6,2-diyl))bis(methylene) didocosanoate
InChIKey: ZLJJDBSDZSZVTF-LXOQPCSCSA-N
SMILES: CCCCCCCCCCCCCCCCCCCCCC(OC[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)COC(CCCCCCCCCCCCCCCCCCCCC)=O)=O
Biological Activity: Trehalose-6,6'-dibehenate is an orally active glycolipid. Trehalose-6,6'-dibehenate activates Mincle and inflammasome, inducing IL-1β secretion in a caspase activity-dependent manner. Trehalose-6,6'-dibehenate exerts a Myd88-dependent adjuvant activity. Trehalose-6,6'-dibehenate induces Th-1/Th-17 immune responses[1][2][3][4][5].
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Trehalose-6,6'-dibehenate | 98.0% | Trehalose-6,6'-dibehenate is an orally active glycolipid. Trehalose-6,6'-dibehenate activates Mincle and inflammasome, inducing IL-1β secretion in a caspase activity-dependent manner. Trehalose-6,6'-dibehenate exerts a Myd88-dependent adjuvant activity. Trehalose-6,6'-dibehenate induces Th-1/Th-17 immune responses. | ||||||||||||||||||||
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- [1]. Yu H, et, al. Chlamydia muridarum T-cell antigens formulated with the adjuvant DDA/TDB induce immunity against infection that correlates with a high frequency of gamma interferon (IFN-gamma)/tumor necrosis factor alpha and IFN-gamma/interleukin-17 double-positive CD4+ T cells. Infect Immun. 2010 May;78(5):2272-82. [Content Brief]
- [2]. Schweneker K, et al. The mycobacterial cord factor adjuvant analogue trehalose-6,6'-dibehenate (TDB) activates the Nlrp3 inflammasome. Immunobiology. 2013 Apr;218(4):664-73. [Content Brief]
- [3]. Althaus K. Mechanism of the adjuvant activity of the synthetic mycobacterial cord factor analog Trehalose-6, 6-dibehenate (TDB). Technische Universität München, 2010.
- [4]. Davidsen J, et al. Characterization of cationic liposomes based on dimethyldioctadecylammonium and synthetic cord factor from M. tuberculosis (trehalose 6,6'-dibehenate)-a novel adjuvant inducing both strong CMI and antibody responses. Biochim Biophys Acta. 2005 Dec 10;1718(1-2):22-31. [Content Brief]
- [5]. Ruizhi T A N, et al. Chaihuang Yishen Granules Improves Renal Fibrosis in Mice with Chronic Kidney Disease by Inhibiting Macrophagic Mincle. Traditional Chinese Drug Research & Clinical Pharmacology, 2023: 1658-1667.
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