Cypate hydrochloride

For research use only. Not for therapeutic Use.

  • CAT Number: I041216
  • Molecular Formula: C41H41ClN2O4
  • Molecular Weight: 661.23
  • Purity: ≥95%
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Cypate is a near-infrared fluorescent dye that belongs to the family of photosensitizers. Cypate has high photostability and optical properties, and is often used in near-infrared optical imaging, as well as optical imaging, tumor marking, and drug delivery. In addition, Cypate is also used as a molecular probe and combined with targeting molecules (such as CBT or small interfering RNA) to achieve efficient detection and imaging of specific cells or tissues[1][2].
In the study, Cypate coupled upconversion nanoparticles (UCNP-cy) loaded with small interfering RNA gene with anti-heat shock protein 70 (UCNP-cy-siRNA) resulted in targeted cell damage and anti-tumor effects[1].
Cypate can also be coupled to CBT (Cysteine-containing Peptide Backbone Tag), which can be used to track, label and image specific biomolecules or cells. For example, Cypate-CBT, as a near-infrared photoacoustic (PA) probe, can be used to specifically image and track cathepsin B (CTSB) activity in CTSB-overexpressing cells and tumors in real time. After Cypate-CBT entered CTSB overexpressing cells, it underwent glutathione reduction and CTSB cleavage to generate cypate nanoparticles Cypate-CBT-NPs, which enhanced the intensity and retention time of PA signal at tumor sites. Cypate-CBT has the potential to be used as an effective PA imaging agent for clinical diagnosis of early cancer[2].


Catalog Number I041216
Synonyms

3-[(2Z)-2-[(2E,4E,6E)-7-[3-(2-carboxyethyl)-1,1-dimethylbenzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]propanoate;hydrochloride

Molecular Formula C41H41ClN2O4
Purity ≥95%
InChI InChI=1S/C41H40N2O4.ClH/c1-40(2)34(42(26-24-36(44)45)32-22-20-28-14-10-12-16-30(28)38(32)40)18-8-6-5-7-9-19-35-41(3,4)39-31-17-13-11-15-29(31)21-23-33(39)43(35)27-25-37(46)47;/h5-23H,24-27H2,1-4H3,(H-,44,45,46,47);1H
InChIKey DRQWRIGXXWTGCT-UHFFFAOYSA-N
SMILES CC1(C(=[N+](C2=C1C3=CC=CC=C3C=C2)CCC(=O)O)C=CC=CC=CC=C4C(C5=C(N4CCC(=O)[O-])C=CC6=CC=CC=C65)(C)C)C.Cl
Reference

[1]. Wang L, et al. Cypate-conjugated porous upconversion nanocomposites for programmed delivery of heat shock protein 70 small interfering RNA for gene silencing and photothermal ablation[J]. Advanced Functional Materials, 2016, 26(20): 3480-3489.

[2]. Wang C, et al. Cathespin B-Initiated Cypate Nanoparticle Formation for Tumor Photoacoustic Imaging. Angew Chem Int Ed Engl. 2022 Jan 26;61(5):e202114766.
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