A signal-off fluorescent probe
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DiIC1(5)

Item No. 26861

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[5-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1,3-pentadien-1-yl]-1,3,3-trimethyl-3H-indolium, monoiodide
CAS Number
36536-22-8
Molecular Formula
C27H31N2 • I
Formula Weight
510.5
Purity
≥98%
Emission
666 nm
Excitation
659 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
287, 647 nm
SMILES
CC1(C)C2=CC=CC=C2N(C)/C1=C/C=C/C=C/C3=[N+](C)C4=C(C=CC=C4)C3(C)C.[I-]
InChi Code
InChI=1S/C27H31N2.HI/c1-26(2)20-14-10-12-16-22(20)28(5)24(26)18-8-7-9-19-25-27(3,4)21-15-11-13-17-23(21)29(25)6;/h7-19H,1-6H3;1H/q+1;/p-1
InChi Key
UANMYOBKUNUUTR-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $121

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    50 mg

    $169

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    100 mg

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    250 mg

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    Product Description

    DiIC1(5) is a signal-off fluorescent probe for the detection of mitochondrial membrane potential disruption.1,2 It accumulates in mitochondria and its fluorescence intensity decreases when the mitochondrial membrane potential is disrupted. DilC1(5) has been used in combination with a variety of cell damage and cell death markers to classify nine stages of cell death using flow cytometry.3 It has also been used as a quencher for the detection of serine phosphorylation and tyrosine dephosphorylation post-translational modifications (PTMs) in quenching resonance energy transfer (QRET) and mTR-FRET applications.2 It displays excitation/emission maxima of 659/666 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, S.T., Hoeflich, K.P., Wasfy, G.W., et al. Bcl-2 targeted to the endoplasmic reticulum can inhibit apoptosis induced by Myc but not etoposide in Rat-1 fibroblasts. Oncogene 18(23), 3520-3528 (1999).

    2. Kopra, K., Eskonen, V., Seppälä, T., et al. Peptic fluorescent “signal-on” and “signal-off” sensors utilized for the detection protein post-translational modifications. ACS Omega 4(2), 4269–4275 (2019).

    3. Munoz, L.E., Maueröder, C., Chaurio, R., et al. Colourful death: Six-parameter classification of cell death by flow cytometry—dead cells tell tales. Autoimmunity 46(5), 336-341 (2013).