1353002-80-8

Basic information

• Product Name: 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid pentafluorophenyl ester
• Synonyms: 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid pentafluorophenyl ester
• CAS NO: 1353002-80-8
• Molecular Weight: 891.626
• Mol File: 1353002-80-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid pentafluorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid pentafluorophenyl ester(1353002-80-8)
• EPA Substance Registry System: 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid pentafluorophenyl ester(1353002-80-8)

Safety Data

• Hazardous Substances Data: 1353002-80-8(Hazardous Substances Data)

Upstream product

• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 22651-87-2 cyclohexanecarboxylic acid anhydride 
• 538-75-0 dicyclohexyl-carbodiimide 
• 552-30-7 trimellitic Anhydride 
• 621-59-0 isovanillin 

Downstream Products

• 1353002-84-2 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-5-(6-hydroxyhexylaminocarbonyl)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene] 
• 1353002-88-6 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-5-[6-(N,N-diisopropylamino-2-cyanoethoxyphosphinyloxy)hexylaminocarbonyl]-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene] 
• 1353002-82-0 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-5-(trans-4-hydroxycyclohexylaminocarbonyl)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene] 
• 1353002-86-4 3',6'-bis(cyclohexylcarbonyloxy)-4',5'-dichloro-2',7'-dimethoxy-5-[trans-4-(N,N-diisopropylamino-2-cyanoethoxyphosphinyloxy)cyclohexylaminocarbonyl]-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene] 

Relevant articles and documents

4',5'-Dichloro-2',7'-dimethoxy-5(6)-carboxyfluorescein (JOE): Synthesis and spectral properties of oligonucleotide conjugates

A convenient procedure for the preparation of the fluorescent dye 4',5'-dichloro-2',7'-dimethoxy-5(6)-carboxyfluorescein (JOE) is reported; the overall yield achieved starting from isovanillin is 10 times higher (40% vs 4%) compared to the known procedure. Isomers (5- and 6-) are easily chromatographically separable as pentafluorophenyl esters of 3′,6′-O-bis(cyclohexylcarbonyl) derivatives. Four non-nucleoside JOE phosphoramidites based on 5- and 6-isomers and flexible 6-aminohexanol (AH) or rigid 4-trans-aminocyclohexanol (ACH) linkers have been prepared and used for oligonucleotide labeling. Spectral and photophysical properties of 5′-JOE-modified oligonucleotides have been studied. Fluorescence quantum yield of the dye correlates with the nature of the linker (rigid vs flexible) and with the presence of dG nucleosides in close proximity to a JOE residue.