Basic information Safety Supplier Related

Cyanine5.5 amine

Basic information Safety Supplier Related

Cyanine5.5 amine Basic information

Product Name:
Cyanine5.5 amine
Synonyms:
  • Cyanine5.5 amine
  • CY5.5-NH2
  • Cyanine5.5 amine(Synonyms: Cy 5.5 amine
  • Lumiprobe Cy 5.5 amine)
  • 2-(5-(3-(6-((6-Aminohexyl)amino)-6-oxohexyl)-1,1-dimethyl-1H-benzo[e]indol-2(3H)-ylidene)penta-1,3-dien-1-yl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium chloride hydrochloride
  • lipo Cy5.5(Me)NH2.HCl
  • CY5.5-NH2/lipo Cy5.5(Me) NH2.HCl
CAS:
2097714-45-7
MF:
C46H58Cl2N4O
MW:
753.9
Mol File:
2097714-45-7.mol
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Cyanine5.5 amine Chemical Properties

solubility 
Soluble in chloroform, methanol, acetonitrile, DMF and other organic solvents, difficult to dissolve in water
form 
Solid
color 
Purple to purplish red
Appearance
Dark blue solid
ex/em
680/698 nm (PBS buffer)
ε(extinction coefficient)
198000 L⋅mol−1⋅cm−1
Φ(quantum yield)
0.20
InChIKey
KVJPEAWDFIBHDL-UHFFFAOYSA-N
SMILES
CC1(C(N(CCCCCC(=O)NCCCCCCN)C2C=CC3=CC=CC=C3C1=2)=CC=CC=CC1=[N+](C2C=CC3=CC=CC=C3C=2C1(C)C)C)C.[Cl-].Cl
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Cyanine5.5 amine Usage And Synthesis

Description

Cyanine5.5 (Cy5.5® analog) amine derivative. The dye contains a free amine group which can be conjugated with a variety of functionalities, including NHS esters, and epoxides.


Cyanine5.5 is a far red dye which works fine for live organism imaging, and applications requiring low fluorescence background.

Chemical Properties

Appearance: Dark blue solid
Ex/Em: 680/698 nm (in PBS buffer)
Molar extinction coefficient (ε): 209,000 L·mol⁻¹·cm⁻¹
Quantum yield (Φ): 0.2
Solubility: Soluble in organic solvents such as chloroform, methanol, acetonitrile, and DMF; poorly soluble in water.

Uses

Cyanine5.5 amine (Cy 5.5 amine), a Cy5.5 Analogue, is a near-infrared (NIR) fluorescent dye (Ex=648 nm, Em=710 nm). Cyanine5.5 amine can be used in the preparation of Cy5.5-labeled nanoparticles, which can be tracked and imaged with low fluorescence background using confocal microscopy[1][2].

in vivo

Real-time monitoring Cy5.5-labeled nanoparticles (Cy5.5-PLGA) in retinal blood vessels.
Guidelines (Following is our recommended protocol. This protocol only provides a guideline, and should be modified according to your specific needs)[2].
1. Freshly prepared suspensions of Cy5.5-PLGA (resuspended in 0.5 ml 1% poloxamer 188, vortexed gently and left for 30 min at ambient temperature before use) is administrated intravenously (0.5 mL).
2. Anesthetize the rats, treat the eyes with Neosynephrine-POS 5% to relax the iris, and Vidisic eye gel is applied to protect the eye from drying out and used as immersion medium for the contact lens as well.
3. Fix the rats under a confocal scanning microscope with the eye positioned in working distance underneath the objective lens, and a cannula is inserted into the tail vein.
4. Observe the fluorescence in the retina, and capture the images at different time points (0, 1, 3, 5, 15, 30, 60, 90 min).
Note: The rats are kept on the heating plate during all the in vivo imaging process.
5. After in vivo real-time imaging, rats were euthanized with an overdose of aforementioned anesthetic and the eyeballs were enucleated and placed into cooled HEPES buffered solution (135 mM NaCl, 5 mM NaOH, 2.5 mM KCl, 7 mM MgCl2, 10 mM HEPES, 10 mM glucose; pH7.4).
6. Remove the anterior segment of eye and vitreous body, separate whole retina carefully, flat on the modified culture plate.
7. Incubate the whole mounts with0.1 mg/mL Hoechst 33342.html" class="link-product" target="_blank"> Hoechst 33342 (HY-15559) in HEPES solution for 20 min for nuclei staining.
8. Fix flat mount retina with 4% paraformaldehyde solution for 20 min and wash with HEPES solution.
9. Capture the images immediately with microscope after preparation of retinal flat mount.

References

[1] Seungho Lim, et al. Intracellular Uptake Mechanism of Bioorthogonally Conjugated Nanoparticles on Metabolically Engineered Mesenchymal Stem Cells. Bioconjug Chem. 2021 Jan 20;32(1):199-214. DOI:10.1021/acs.bioconjchem.0c00640
[2] Enqi Zhang, et al. Release kinetics of fluorescent dyes from PLGA nanoparticles in retinal blood vessels: In vivo monitoring and ex vivo localization. Eur J Pharm Biopharm. 2020 May;150:131-142. DOI:10.1016/j.ejpb.2020.03.006

Abs/Em Maxima

684/710 nm

Fluoresene quantum yield

0.2

Extinction Coefficient

198000

CF260

0.07

CF280

0.03

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