146368-11-8

Basic information

• Product Name: Cy5
• Synonyms: Cy 5 acid;2-[5-[1-(5-Carboxypentyl)-1,3-dihydro-3,3-dimethyl-5-sulfo-2H-indol-2-ylidene]-1,3-pentadienyl]-1-ethyl-3,3-dimethyl-5-sulfo-3H-indolium inner salt;2-(5-(1-(5-Carboxypentyl)-3,3-dimethyl-5-sulfoindolin-2-ylidene)penta-1,3-dien-1-yl)-1-ethyl-3,3-dimethyl-3H-indol-1-ium-5-sulfonate;Sulfo Cy5 Carboxylic acids(ethyl);Sulfo-Cy5-acid;Cy5-COOH
• CAS NO: 146368-11-8
• Molecular Formula: C₃₃H₄₀N₂O₈S₂
• Molecular Weight: 937.0428
• Mol File: 146368-11-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Cy5(CAS DataBase Reference)
• NIST Chemistry Reference: Cy5(146368-11-8)
• EPA Substance Registry System: Cy5(146368-11-8)

Safety Data

• Hazardous Substances Data: 146368-11-8(Hazardous Substances Data)

Usage

Uses

CY5 is a photoswitchable cyanine dye. The photoswitching mechanism was investigated using thiol agents and it was concluded that photoconversion into the dark state is pH and thiol dependent and the dark state product is a cyanine-thiol adduct.

InChI:InChI=1/C45H52N4O14S2/c1-44(2)32-28-30(64(56,57)58)18-20-34(32)46(26-12-6-10-16-42(54)62-48-38(50)22-23-39(48)51)36(44)14-8-5-9-15-37-45(3,4)33-29-31(65(59,60)61)19-21-35(33)47(37)27-13-7-11-17-43(55)63-49-40(52)24-25-41(49)53/h5,8-9,14-15,18-21,28-29H,6-7,10-13,16-17,22-27H2,1-4H3,(H-,56,57,58,59,60,61)

Upstream product

• 146368-08-3 1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indolium-5-sulfonate 
• 51143-32-9 malonaldehyde bis(phenylimine) monohydrochloride 
• 146368-07-2 1-Ethyl-2,3,3-Trimethylindolenineninium 5-Sulfone 
• 132557-72-3 2,3,3-trimethylindole-5-sulfonic acid 
• 563-80-4 3-methyl-butan-2-one 
• 98-71-5 4-hydrazino-benzenesulfonic acid 
• 146397-21-9 C₂₄H₂₆N₂O₄S 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 4224-70-8 6-bromohexanoic acid 

Downstream Products

• 1246943-82-7 Cy 5 
• 1246943-82-7 Cy₅-NHS 
• 917979-27-2 C₃₇H₄₃N₃O₁₀S₂ 
• 917979-27-2 3H-indolium-2-[(1E,3E,5E)-5-[1-(5-carboxypentyl)-1,3-dihydro-3,3-dimethyl-5-sulfo-2H-indol-2-ylidene]-1,3-pentadienyl]-1-ethyl-3,3-dimethyl-5-sulfo-, inner salt, succinimidyl ester 

Relevant articles and documents

FLUORESCENCE COMPOUNDS AND PREPARATION METHOD THEREOF

Provided is a fluorescent compound represented by the following [Chemical Formula 1] and a method for preparing the same: wherein each of X, Y, R1, R2, R3 and n is the same as defined in the specification.

Synthesis of PEG derivatives bearing aminophenyl and their application for liquid-phase synthesis of water-soluble unsymmetrical cyanine dyes

The synthesis and NMR characterization of soluble PEG-supported polymers were described, and their subsequent application for liquid-phase synthesis of water-soluble cyanine dyes was also studied. Nucleophilic substitution of tosylation of PEG 16 with 1,3-bis(4-nitrophenoxy)-2-propanol 15 under basic conditions, followed by nitro group reduction, gave PEG-bound aminophenyl 18. Another PEG-bound aminophenyl 28 was prepared by condensation reaction of PEG-bound pentaerythritol 25 and 4-aminobenzoic acid followed by the cleavage of BOC group. Subsequent loading and activation of sulfoindoleninium to PEG derivatives 18 or 28 were achieved via simple strategies. Cyanine dyes were released by the attack of heterocyclic carbon nucleophile and the cleavage of PEG-bound hemicyanine without the chromatographic separation. The efficient, facile, and practical approaches appear to be robust and versatile strategies to deliver not only indocyanine dyes but also benzoindocyanine dyes.

PH sensitive cyanine dyes as reactive fluorescent reagents

The present invention provides pH sensitive cyanine dyes having the structure (I) wherein X and Y are independently selected from >C(C1 - C4alkyl)2, sulfur and oxygen; R1 and R2 are independently selected from H, CH2NH2, SO3-, phosphate, phosphonate, quaternary ammonium, (CH2)qCOOH, NCS, CH2NH-COR7, where R7 is C1 - C20 straight or branched alkyl and (CH2)qCOOH where q is an integer from 0 - 10; R3 is H or -L-P where L is selected from C1 - C20 straight or branched alkyl optionally containing 0, 1 or 2 unsaturated groups selected from alkenyl and alkynyl, and P is selected from a reactive group, H, C1 - C20 straight or branched alkyl, SO3-, NH2, quaternary ammonium, CH2NH-COR8, where R8 is C1 - C20 straight or branched alkyl, -(CH2)mCOOH, NHR9 where R9 is C1 - C20 straight or branched alkyl; n is an integer from 0 - 3; p and r are independently 0, 1, 2, 3 or 4 and where p and/or r is greater than 1, each R1 and each R2 may be different, and m is an integer from 1 - 10; and salts and protonated derivatives thereof and methods of using same as fluorescent reagents.