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SML4090

TH-Z93

≥98% (HPLC)

Synonym(s):

(((4-(Hexyloxy)pyridin-2-yl)amino)methylene)bis(phosphonic acid), P,P′-[[[4-(Hexyloxy)-2-pyridinyl]amino]methylene]bis[phosphonic acid]

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About This Item

Empirical Formula (Hill Notation):
C12H22N2O7P2
CAS Number:
Molecular Weight:
368.26
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

soluble (H2O + 1 drop 5M NaOH, 2 mg/mL, clear)

storage temp.

2-8°C

SMILES string

O=P(O)(C(P(O)(O)=O)NC1=NC=CC(OCCCCCC)=C1)O

Biochem/physiol Actions

Potent mevalonate (MVA) pathway farnesyl diphosphate synthase (FPPS) inhibitor that stimulates immune responses in vivo.


TH-Z93 is a potent farnesyl diphosphate synthase (FPPS) inhibitor (IC50 = 90 nM) that stimulates immune responses by blocking the mevalonate (MVA) pathway-mediated post-translational protein geranylgeranylation. When co-administered with antigen in mice in vivo, TH-Z93 triggers strong adjuvant responses, increasing OVA-specific antibody titres (in mice immunized with 100 μg OVA + 100 μg TH-Z93) and protects against death caused by live influenza virus PR8 challenge (in mice immunized with 5 μg PR8 HA1 subunit containing TH-Z93). TH-Z93 adjuvant efficacy is blocked by GGPP and synergized with HMG-CoA inhibitor simvastatin.


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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