- Cryptocyanine
-
- $1.00
-
2025-12-12
- CAS:4727-50-8
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 100000KG
|
| | Cryptocyanine Basic information |
| | Cryptocyanine Chemical Properties |
| Melting point | 250.5-253 °C(lit.) | | density | 1.3683 (estimate) | | storage temp. | 0-6°C | | solubility | soluble in Ethanol | | form | Powder | | color | Green | | Sensitive | Light Sensitive | | λmax | 648 nm
703 nm (2nd) | | InChI | 1S/C25H25N2.HI/c1-3-26-18-16-20(22-12-5-7-14-24(22)26)10-9-11-21-17-19-27(4-2)25-15-8-6-13-23(21)25;/h5-19H,3-4H2,1-2H3;1H/q+1;/p-1 | | InChIKey | CEJANLKHJMMNQB-UHFFFAOYSA-M | | SMILES | [I-].CCN1C=CC(=C\C=C\c2cc[n+](CC)c3ccccc23)c4ccccc14 | | CAS DataBase Reference | 4727-50-8(CAS DataBase Reference) | | EPA Substance Registry System | Cryptocyanine iodide (4727-50-8) |
| Hazard Codes | T+ | | Risk Statements | 28-36/37/38 | | Safety Statements | 26-28-36/37-45 | | RIDADR | UN 2811 6.1/PG 2 | | WGK Germany | 3 | | RTECS | VC3676880 | | TSCA | TSCA listed | | HazardClass | 6.1(a) | | PackingGroup | II | | HS Code | 29334990 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 2 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Cryptocyanine Usage And Synthesis |
| Description | Cryptocyanine is a fluorescent dye widely used in biomedicine for various applications. It can be utilized to label and track cells, proteins, and biomolecules in live cell imaging studies. Additionally, Cryptocyanine is employed in the detection and imaging of specific diseases, including cancer, due to its high selectivity and sensitivity. | | Chemical Properties | 1,1'-DIETHYL-4,4'-CARBOCYANINE IODIDE is dark green fine crystalline powder | | Uses | Organic dye, soluble, used as a chemical shutter
in laser operation. | | Uses | Suitable as laser dye | | Definition | 1,1'-DIETHYL-4,4'-CARBOCYANINE IODIDE is a cationic C3-cyanine type compound with 1-ethylquinolin-4-yl groups at both ends. | | Reactions | The putative mitochondria-targeted cryptocyanine (Mito-CCy) and a non-targeted cryptocyanine (CCy) control were synthe- sized as outlined in Figure 1. Briefly, the synthesis entailed the alkylation of 4-methylquinoline with 4-bromomethylbenzoic acid to yield 3, which was further reacted with N,N′-diphenyl- formamidine and acetic anhydride to produce 2. Extension of the π-conjugated system 2 with 3 and triethylamine (TEA) re- sulted in cryptocyanine 1. The amide-linked target compound, Mito-CCy, was obtained from 1 by reacting with (PPh3+(CH2)2NH2)Br− in the presence of 2-(1H-9-azobenzo-tri- azole-1-yl)-1,1,3,3-tetramethylammonium hexafluorophos- phate (HATU), diisopropylethylamine (DIPEA) and TEA in N,N-dimethylformamide (DMF). CCy, an analogue lacking the TPP unit, was prepared using an analogous procedure. Both Mito-CCy and CCy and gave 1H NMR and 13C NMR spectral and ESI-MS analytical data consistent with their proposed structures.
Figure 1. Synthesis of Mito-CCy and CCy. (i) Triphenylphosphine, acetonitrile, reflux, 24 h, 88%; (ii) 4-(bromomethyl)benzoic acid, acetonitrile, 110 °C, 6 h, 72%; (iii) N,N′-diphenylformamidine, acetic anhydride, 150 °C, 1 h, 87%; (iv) 3, TEA, dichloromethane, 25 °C, 24 h, 48%; (v) propylamine, HATU, TEA, DIPEA, DMF, r.t., 24 h, 32%; (vi) 4, HATU, TEA, DIPEA, DMF, r.t., 24 h, 35%. | | storage | Store at -20°C away from light, under an inert gas atmosphere (e.g. nitrogen) to prevent oxidative degradation. Repeated freeze-thaw cycles or high temperatures (>75°C) may cause decomposition. | | References | [1] Jung, Hyo Sung, et al. “A Mitochondria-Targeted Cryptocyanine-Based Photothermogenic Photosensitizer.” Journal of the American Chemical Society, 139 29, 2017, pp. 9972–78, https://doi.org/10.1021/jacs.7b04263. |
| | Cryptocyanine Preparation Products And Raw materials |
|