SML4060
NIAD-4
≥98% (HPLC)
Synonym(s):
2-((5′-(4-Hydroxyphenyl)-2,2′-bithiophen-5-yl)methylene)malononitrile, 2-[[5′-(4-Hydroxyphenyl)[2,2′-bithiophen]-5-yl]methylene]propanedinitrile, 2-[[5-[5-(4-Hydroxyphenyl)thiophen-2-yl]thiophen-2-yl]methylidene]propanedinitrile, 5’-(4-Hydroxyphenyl)-5-(2,2-dicyanoethenyl)-2,2’-bithiophene, NIAD 4, NIAD4
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About This Item
Empirical Formula (Hill Notation):
C18H10N2OS2
CAS Number:
Molecular Weight:
334.41
MDL number:
Quality Level
Assay
≥98% (HPLC)
form
powder
color
, Red to very dark red-brown
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
OC1=CC=C(C=C1)C2=CC=C(S2)C3=CC=C(S3)C=C(C#N)C#N
Biochem/physiol Actions
Blood-brain barrier (BBB)-permeable, far-red (near-IR) fluorescent contrast agent for staining of amyloid plaques with high specificity in situ and in vivo.
NIAD-4 is a blood-brain barrier (BBB)-permeable, far-red (near-IR) fluorescent contrast agent for staining of amyloid plaques with high specificity in situ (10 μM in DMSO/propylene glycol; APP mice coronal section) and in vivo (2 mg/kg APP mice i.v.). Due to its push-pull structure design and a greatly enhanced thioflavin T (ThT) site affinity (Ki = 10 nM/NIAD-4 vs 580 nM/ThT), NIAD-4 exhibits significantly red-shifted (~70 nm) absorption and a 1.3-fold increase in extinction coefficient upon binding aggregated amyloid-beta 1-40 (4.1 μM NIAD-4 & 10 μM amyloid-β in PBS). Ex 450-488 nm, Em 550-650 nm.
NIAD-4 is a blood-brain barrier (BBB)-permeable, far-red (near-IR) fluorescent contrast agent for staining of amyloid plaques with high specificity in situ (10 μM in DMSO/propylene glycol; APP mice coronal section) and in vivo (2 mg/kg APP mice i.v.). Due to its push-pull structure design and a greatly enhanced thioflavin T (ThT) site affinity (Ki = 10 nM/NIAD-4 vs 580 nM/ThT), NIAD-4 exhibits significantly red-shifted (~70 nm) absorption and a 1.3-fold increase in extinction coefficient upon binding aggregated amyloid-beta 1-40 (4.1 μM NIAD-4 & 10 μM amyloid-β in PBS). Ex 450-488 nm, Em 550-650 nm.
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