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ADP-Heptose (D- & L-isomer)

ADP-L-Heptose Unit size Cat. code Docs Qty Price
ALPK1 ligand - L isomer
250 µg
tlrl-adph-l
+-
$208.00
ADP-Heptose Unit size Cat. code Docs Qty Price
ALPK1 Ligand - D isomer
250 µg
tlrl-adph
+-
$208.00

Synthetic ALPK1-TIFA inducers  

ADP-Heptose induced ALPK1-TIFA signaling
ADP-Heptose (D- & L-isomer) induced ALPK1-TIFA signaling

Bacterial ADP-Heptose is an intermediary sugar in the biosynthesis of lipopolysaccharide (LPS), an essential component of the outer membrane of Gram-negative bacteria. It is generated by a multi-step biosynthesis pathway, in which the final step is the interconversion between two isomers, ADP-D-glycero-β-D-manno-heptose and ADP-L-glycero-β-D-manno-heptose, catalyzed by an epimerase enzyme (e.g. HldD). Importantly, synthetic forms of the D- and L- isomers of ADP-Heptose have been shown to trigger comparable NF-κB-dependent signaling in vitro [1-3].

InvivoGen has synthesized and readily provides both isomers:

• ADP‑L-Heptose– ADP-L-glycero-β-D-manno-heptose (L‑isomer) NEW

• ADP-Heptose – ADP-D-glycero-β-D-manno-heptose (D‑isomer)

 

Both isomers of ADP-Heptose have been identified as potent PAMPs from Gram-negative bacteria that bind to the cytosolic receptor, ALPK1 [1-3]. By binding to ALPK1, ADP-Heptose triggers the oligomerization of TIFA and the recruitment of TRAF6. Ultimately, this results in the activation of NF-κB and a strong pro-inflammatory response [1].

 

Key features:

  • Potent LPS-intermediary metabolite produced by all Gram-negative bacteria
  • Activates the cytosolic ALPK1-TIFA signaling pathway
  • Easily penetrates the cell wall for delivery to the host cell cytoplasm
 

InvivoGen's ADP-Heptose (D- isomer) and ADP-L-Heptose are of the highest quality, guaranteed free of bacterial contamination, and have been functionally validated on HEK-Blue™ Null1-v cells. Additionally, to foster research into ADP-Heptose-dependent signaling, InvivoGen provides HEK-Blue™ KO-ALPK1 and HEK-Blue™ KO-TIFA cells.

 

References:

1. Pfannkuch, L. et al. 2019. ADP heptose, a novel pathogen-associated molecular pattern identified in Helicobacter pylori. FASEB J, fj201802555R.
2. Garcia-Weber, D. et al. 2018. ADP-heptose is a newly identified pathogen-associated molecular pattern of Shigella flexneri. EMBO Rep 19
3. Zhou, P. et al. 2018. Alpha-kinase 1 is a cytosolic innate immune receptor for bacterial ADP-heptose. Nature 561, 122-126.

Figures

Functional validation of ADP-Heptose
Functional validation of ADP-Heptose

ADP-Heptose induced NF-κB response. HEK-Blue™ Null1-v, HEK-Blue™ KO‑ALPK1, and HEK-Blue™ KO‑TIFA cells were incubated with increasing concentrations of ADP‑Heptose (0 - 30 µg/ml). After overnight incubation, the NF-κB response was assessed by measuring the activity of SEAP in the supernatant using QUANTI-Blue™ Solution, a SEAP detection reagent. Data are presented as optical density (OD) at 630 nm (mean ± SEM). The EC50 value is indicated (± std error).

ADP-Heptose (D- and L-isomer) activity
ADP-Heptose (D- and L-isomer) activity

ADP-D-Heptose vs. ADP-L-Heptose NF-κB response. HEK-Blue™ Null1-v cells were incubated with increasing concentrations of either ADP‑D-Heptose or ADP-L-Heptose (0 - 10 µg/ml). After overnight incubation, the NF-κB response was assessed by measuring the activity of SEAP in the supernatant using QUANTI-Blue™ Solution, a SEAP detection reagent. Data are presented as optical density (OD) at 630 nm (mean ± SEM). The EC50 value is indicated (± std error).

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Specifications

Formula: C17H27N5O16P2 . Et3NH (stable form)

Molecular weight: 720.21 g/mol (stable form)

Isomer:

  • ADP-Heptose - D isomer
  • ADP-L-Heptose - L isomer

Solubility: 10 mg/ml in H2O

Working concentration: 0.01 - 30 µg/ml

Quality Control

  • Purity >95% (UHPLC)
  • Activation of the ALPK1/TIFA signaling pathway has been confirmed using a cellular assay.
  • Absence of bacterial contamination (i.e. endotoxins) has been confirmed using a kinetic chromogenic LAL assay, with an endotoxin level <1 EU/mg
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Contents

Please note: Each ligand is sold separately. See TDS for the exact contents.

  • 250 µg ADP-Heptose or ADP-L-Heptose (provided as a dried powder)
  • 1.5 ml endotoxin-free water

 

room temperature ADP-Heptose and ADP-L-Heptose are shipped at room temperature.

store Store at -20°C. Upon resuspension, prepare aliquots and store at -20°C.

stable Resuspended product is stable for 3 months at -20°C. 

Alert Avoid repeated freeze-thaw cycles.

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