Synonym
DiIC1(5); Hexacyanine 2;
IUPAC/Chemical 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
InChi Key
UANMYOBKUNUUTR-UHFFFAOYSA-M
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
SMILES Code
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-]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
A signal-off fluorescent probe.
In vitro activity:
Here, this study describes a new technique using AnnexinA5, propidiumiodide, DiIC1(5) and Hoechst 33342 to sub-classify populations of apoptotic and/or necrotic cells.
Reference: Autoimmunity. 2013 Aug;46(5):336-41. https://pubmed.ncbi.nlm.nih.gov/23231469/
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMF |
20.0 |
39.18 |
|
| DMSO |
20.0 |
39.18 |
|
| Ethanol |
2.0 |
3.92 |
|
| PBS (pH 7.2) |
0.3 |
0.59 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
510.46
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Munoz LE, Maueröder C, Chaurio R, Berens C, Herrmann M, Janko C. Colourful death: six-parameter classification of cell death by flow cytometry--dead cells tell tales. Autoimmunity. 2013 Aug;46(5):336-41. doi: 10.3109/08916934.2012.755960. Epub 2013 Feb 12. PMID: 23231469.
2. Patil S, Baeshen HA. Aqueous extract of tobacco induces mitochondrial potential dependent cell death and epithelial-mesenchymal transition in gingival epithelial cells. Saudi J Biol Sci. 2021 Aug;28(8):4613-4618. doi: 10.1016/j.sjbs.2021.04.068. Epub 2021 May 1. PMID: 34354447; PMCID: PMC8324949.
In vitro protocol:
1. Munoz LE, Maueröder C, Chaurio R, Berens C, Herrmann M, Janko C. Colourful death: six-parameter classification of cell death by flow cytometry--dead cells tell tales. Autoimmunity. 2013 Aug;46(5):336-41. doi: 10.3109/08916934.2012.755960. Epub 2013 Feb 12. PMID: 23231469.
2. Patil S, Baeshen HA. Aqueous extract of tobacco induces mitochondrial potential dependent cell death and epithelial-mesenchymal transition in gingival epithelial cells. Saudi J Biol Sci. 2021 Aug;28(8):4613-4618. doi: 10.1016/j.sjbs.2021.04.068. Epub 2021 May 1. PMID: 34354447; PMCID: PMC8324949.
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).
