Date published: 2026-1-14

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9-(2-Carboxy-2-cyanovinyl)julolidine (CAS 142978-18-5)

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Alternate Names:
9-([E]-2-Carboxy-2-cyanovinyl)julolidine CCVJ
Application:
9-(2-Carboxy-2-cyanovinyl)julolidine is a fluorescent probe used for binding to proteins
CAS Number:
142978-18-5
Purity:
≥95%
Molecular Weight:
268.31
Molecular Formula:
C16H16N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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9-(2-Carboxy-2-cyanovinyl)julolidine, with the CAS number 142978-18-5, is a specialized organic compound that plays a significant role in the field of photochemistry due to its unique photophysical properties. This chemical is particularly noted for its application in the development of photoresponsive materials. The molecule consists of a julolidine backbone, which is a rigid, bicyclic structure, coupled with a 2-carboxy-2-cyanovinyl group. This structure allows it to act as a chromophore, absorbing light at specific wavelengths. The absorption of light triggers a photoisomerization reaction, where the configuration of the 2-carboxy-2-cyanovinyl group changes. This change in configuration can lead to a significant alteration in the electronic properties of the molecule, such as shifting its absorption spectrum or altering its fluorescence characteristics. Researchers leverage these properties in the study and development of light-controlled molecular switches, sensors, and other photonic devices. The ability of 9-(2-Carboxy-2-cyanovinyl)julolidine to undergo reversible photochemical reactions underpins its utility in creating materials that can be controlled with light, without transitioning into discussions of its use in medical or pharmaceutical contexts. These characteristics make it a valuable tool in advancing the understanding of dynamic molecular systems and designing novel materials for technological applications.


9-(2-Carboxy-2-cyanovinyl)julolidine (CAS 142978-18-5) References

  1. Molecular rotor as a structural probe of glucan polymers: Amylopectin, phytoglycogen, and their β-limit dextrins as models.  |  Peng, X. and Yao, Y. 2020. Carbohydr Polym. 250: 116859. PMID: 33049814
  2. Real-time detection of mAb aggregates in an integrated downstream process.  |  São Pedro, MN., et al. 2023. Biotechnol Bioeng. 120: 2989-3000. PMID: 37309984
  3. The Role of Cosolvent-Water Interactions in Effects of the Media on Functionality of Enzymes: A Case Study of Photobacterium leiognathi Luciferase.  |  Lisitsa, AE., et al. 2023. Life (Basel). 13: PMID: 37374166
  4. Molecular rotor as an in-situ fluorescent probe for the degree of polymerization of α-D-1,4-glucans.  |  Huang, M., et al. 2024. Carbohydr Polym. 324: 121573. PMID: 37985067
  5. Highly sensitive and selective off-on fluorescent platform for tricresyl phosphate flame retardant based on twisted intramolecular charge transfer probe.  |  Tian, Y., et al. 2024. Anal Chim Acta. 1285: 342009. PMID: 38057048
  6. Fluorescence-Based Protein Stability Monitoring-A Review.  |  Gooran, N. and Kopra, K. 2024. Int J Mol Sci. 25: PMID: 38339045
  7. Multifaceted nucleic acid probing with a rationally upgraded molecular rotor.  |  Kha, TK., et al. 2024. Chem Sci. 15: 5009-5018. PMID: 38550688
  8. Fluorogenic cell surface glycan labelling with fluorescence molecular rotor dyes and nucleic acid stains.  |  Koçak, A., et al. 2024. Chem Commun (Camb). 60: 4785-4788. PMID: 38602157
  9. Excited State Rotational Freedom Impacts Viscosity Sensitivity in Arylcyanoamide Fluorescent Molecular Rotor Dyes.  |  Ehrlich, RS., et al. 2024. J Phys Chem B. 128: 3946-3952. PMID: 38624216

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

9-(2-Carboxy-2-cyanovinyl)julolidine, 5 mg

sc-214425
5 mg
$157.00