89524

Azide cyanine dye 728

for copper catalyzed click labeling

• Synonym(s): 2-{2-{2-[(3-Azidopropyl)amino]-3-{2-[1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]ethylidene}-1-cyclopenten-1-yl}ethenyl}-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium inner salt
• Empirical Formula (Hill Notation): C₄₀H₅₂N₆O₆S₂
• CAS Number: 1188332-22-0
• Molecular Weight: 777.01
• MDL number: MFCD18452836
• UNSPSC Code: 12352200
• PubChem Substance ID: 329769746
• NACRES: NA.32

Properties

• form: powder
• fluorescence: λ_ex 670 nm; λ_em 728 nm in ethanol
• storage temp.: −20°C
• SMILES string: CC1(C)\C(=C/C=C2\CCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2NCCCN=[N+]=[N-])N(CCCCS(O)(=O)=O)c5ccccc15
• InChI: 1S/C40H52N6O6S2/c1-39(2)32-14-5-7-16-34(32)45(26-9-11-28-53(47,48)49)36(39)22-20-30-18-19-31(38(30)42-24-13-25-43-44-41)21-23-37-40(3,4)33-15-6-8-17-35(33)46(37)27-10-12-29-54(50,51)52/h5-8,14-17,20-23H,9-13,18-19,24-29H2,1-4H3,(H2,47,48,49,50,51,52)/b30-20+,36-22+
• InChI key: XEWMTEFQJKJRAZ-TXRIKVQFSA-N

Description

General description

The MegaStokes dyes for „click" biological labeling, licensed by LuminoChem are virtually covering the whole visible spectrum reaching the infra-red regime. Besides dyes that are being capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reaction with the counterparting function, we also provide dyes containing cyclooctyne moiety an alkyne derivative that enables copper free clicking to azides.
These dyes are noteworthy for their large Stokes-shift (120 or 125 nm). Dyes for this kind are exceptionally useful in fluorescence resonance electron transfer (FRET) applications as they do not interfere with the spectral bands of the second fluorophore a common problem in FRET technology. Azido sugars have been used for click-labeling of surface glycoproteins, recently. We have adapted this system to demonstrate the ability of our dyes to undergo bioorthogonal labeling reaction, efficiently. Prior to labeling, Chinese hamster ovary (CHO) cells were incubated with these MegaStockesdyes to test the possible cytostatic effects of these dyes. Experimental results have shown that neither dye is toxic up to 50 μM concentration.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable