RGNCY-0047 (HYPOX-3 Hypoxia probe )

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HYPOX-3 is an activatable molecular imaging probe to detect hypoxia in mouse models of retinal vascular diseases.  It is a near-infrared (NIR) imaging agent coupled to a dark quencher, Black Hole Quencher 3 (BHQ3), which contains a hypoxia-sensitive cleavable azo-bond.  HYPOX-3 was cleaved in hypoxic retinal cell culture and animal models.  This enabled detection of hypoxia with high selectivity and sensitivity without acute toxicity and undetectable fluorescence under normoxia.

SMILES: CCN(CC)C1=CC([N+](C2=CC=CC=C2)=C(C=C(/N=N/C3=CC=C(N(C)CCCNC(CC4=CC(C(C)(C)/C(N5CC)=C\C=C\C=C\C6=[N+](CCCC[S](=O)(=O)=O)C7=C(C(C=CC=C8)=C8C=C7)C6(C)C)=C5

Systematic Name: 4-(2-((1E,3E)-5-((E)-5-(2-((3-((4-((E)-(7-(diethylamino)-5-phenylphenazin-5-ium-3-yl)diazenyl)phenyl)(methyl)amino)propyl)amino)-2-oxoethyl)-1-ethyl-3,3-dimethylindolin-2-ylidene)penta-1,3-dien-1-yl)-1,1-dimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate chloride

Formula: C69H76ClN9O4S

MWT: 1162.94

PMID: 25893047

Reference: Uddin MI, Evans, SM et al.  Applications of Azo-based probes for imaging retinal hypoxia. Med Chem Letters (2015), 6:445-449.

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