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141256-04-4

141256-04-4 Structure

141256-04-4 Structure
IdentificationBack Directory
[Name]

QS 21
[CAS]

141256-04-4
[Synonyms]

QA 21
QS 21
CL130
QA 21V1
QS-21-Api
QS-21 saponin
QS-21 ADJUVANT
Saponin QA 21V1
β-D-Glucopyranosiduronic acid, (3β,4α,16α)-28-[[O-D-apio-β-D-furanosyl-(1→3)-O-β-D-xylopyranosyl-(1→4)-O-6-deoxy-α-L-mannopyranosyl-(1→2)-4-O-[5-[[5-(α-L-arabinofuranosyloxy)-3-hydroxy-6-methyl-1-oxooctyl]oxy]-3-hydroxy-6-methyl-1-oxooctyl]-6-deoxy-β-D-galactopyranosyl]oxy]-16-hydroxy-23,28-dioxoole...
(2S,3S,4S,5R,6R)-6-(((3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-((((2S,3R,4S,5R,6R)-3-(((2S,3R,4S,5R,6S)-5-(((2S,3R,4S,5R)-4-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-3,5-dihydroxytetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5-(((3S,5S,6S)-5-(((3S,5S,6S)-5-(((2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-3-h
[Molecular Formula]

C92H148O46
[MDL Number]

MFCD00938543
[MOL File]

141256-04-4.mol
[Molecular Weight]

1990.13
Chemical PropertiesBack Directory
[density ]

1.52±0.1 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Store at -20°C
[form ]

Solid
[pka]

2.68±0.70(Predicted)
[color ]

White to light yellow
[InChIKey]

CNEYUDLWGDOPIY-VWDQBTOUNA-N
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P
Hazard InformationBack Directory
[Uses]

QS-21, an immunostimulatory saponin, could be used as a potent vaccine adjuvant. QS-21 stimulates Th2 humoral and Th1 cell-mediated immune responses through action on antigen presenting cells (APCs) and T cells. QS-21 can activate the NLRP3 inflammasome with subsequent release of caspase-1 dependent cytokines, IL-1β and IL-18[1][2][3].
[in vivo]

Studies in mouse APCs (DCs and macrophages) identifie QS-21 as an activator of the NLRP3 inflammasome, and cause subsequent release of caspase-1 dependent proinflammatory cytokines I1-1β/I1-18 that can promote Th 17 cell maturation or drive INF-γ-mediated Th1 responses, respectively[3].

[IC 50]

NLRP3 inflammasome
[storage]

Store at -20°C
[References]

[1] Fernández-Tejada A, et al. Development of Improved Vaccine Adjuvants Based on the Saponin Natural Product QS-21 through Chemical Synthesis. Acc Chem Res. 2016;49(9):1741-1756. DOI:10.1021/acs.accounts.6b00242
[2] Marty-Roix R, et al. Identification of QS-21 as an Inflammasome-activating Molecular Component of Saponin Adjuvants. J Biol Chem. 2016;291(3):1123-1136 DOI:10.1074/jbc.M115.683011
[3] Lacaille-Dubois MA. Updated insights into the mechanism of action and clinical profile of the immunoadjuvant QS-21: A review. Phytomedicine. 2019;60:152905. DOI:10.1016/j.phymed.2019.152905
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