6-Carboxyfluorescein N-succinimidyl ester

Base Information

• Chemical Name: 6-Carboxyfluorescein N-succinimidyl ester
• CAS No.: 92557-81-8
• Molecular Formula: C25H15 N O9
• Molecular Weight: 473.395
• Hs Code.: 29252900
• DSSTox Substance ID: DTXSID20376335
• Nikkaji Number: J702.626I
• Wikipedia: Carboxyfluorescein_succinimidyl_ester
• Wikidata: Q4035612
• Mol file: 92557-81-8.mol

Synonyms:92557-81-8;6-Carboxyfluorescein N-succinimidyl ester;6-Carboxyfluorescein N-hydroxysuccinimide ester;6-FAM, SE;6-FAM SE;FAM NHS ester, 6-isomer;6-Carboxyfluorescein-NHS;6-Carboxyfluorescein succinimidyl ester;(2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate;OSu-FAM;2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylate;6-FAMSE;MFCD00077323;6-CFSE;6-FAM N-succinimidyl ester;SCHEMBL334086;6-Carboxyfluorescein NHS ester;6-Carboxyfluorescein succinimidyl;DTXSID20376335;CHEBI:132203;VDABVNMGKGUPEY-UHFFFAOYSA-N;BCP14865;AKOS015902602;5-carboxyfluorescein, succinimidyl ester;6-carboxyfluorescein, succinimidyl ester;AS-47135;BP-23900;HY-15939;PD012484;carboxyfluorescein N-hydroxysuccinimide ester;6-CarboxyfluoresceinN-hydroxysuccinimideester;FT-0621012;F12262;A897873;J-100062;Q4035612;R01-0025;(S)-2-CYCLOPENTYLOXYCARBONYLAMINO-3,3-DIMETHYL-BUTYRICACID;1-[(3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carbonyl)oxy]pyrrolidine-2,5-dione;1-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)carbonyl]oxy]-2,5-pyrrolidinedione;2,5-Pyrrolidinedione,1-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)carbonyl]oxy]-

Chemical Property of 6-Carboxyfluorescein N-succinimidyl ester

Chemical Property:

• Vapor Pressure: 7E-28mmHg at 25°C
• Boiling Point: 788.1°Cat760mmHg
• PKA: 9.31 ± 0.20, most acidic, temperature:25 °C
• Flash Point: 430.4°C
• PSA: 139.67000
• Density: 1.74g/cm³
• LogP: 2.82450
• Storage Temp.: −20°C
• Solubility.: Soluble in N,N-dimethylformamide,dimethyl sulfoxide
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 473.07468106
• Heavy Atom Count: 35
• Complexity: 894

Purity/Quality:

99% ^*data from raw suppliers

6-Carboxyfluorescein-N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C(=O)OC34C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
• Uses: (6-FAM-SE) 6-Carboxyfluorescein-N-hydroxysuccinimide Ester is a commonly used fluorescent reagent for the labelling of peptides, proteins and nucleotides. Intracellular pH probe. Fluorescent label for amines and alcohols. 6-Carboxyfluorescein-N-hydroxysuccinimide Ester is a commonly used fluorescent reagent for the labelling of peptides, proteins and nucleotides.

Technology Process of 6-Carboxyfluorescein N-succinimidyl ester

There total 1 articles about 6-Carboxyfluorescein N-succinimidyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 6-carboxyfluorescein (3301-79-9) → 6-carboxyfluorescein N-hydroxysuccinimide ester (92557-81-8,76608-16-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00060-X

Reference yield: 85.0%

N-Ac-Gly-Val-Glu-Phe-Arg-Gly-OH + 6-carboxyfluorescein N-hydroxysuccinimide ester (92557-81-8,76608-16-7) → N-Ac-Gly-Val-Glu-Phe-Arg(6-FAM)-Gly-OH

Guidance literature:

With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; 5-carboxyfluorescein succinimidyl ester; In N,N-dimethyl-formamide; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ml5003508

Reference yield: 83.0%

N-Ac-Gly-Val-Arg-Phe-Ser-Gly-OH + 6-carboxyfluorescein N-hydroxysuccinimide ester (92557-81-8,76608-16-7) → N-Ac-Gly-Val-Arg(6-FAM)-Phe-Ser-Gly-OH

Guidance literature:

With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; 5-carboxyfluorescein succinimidyl ester; In N,N-dimethyl-formamide; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ml5003508

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

6-carboxyfluorescein

Downstream raw materials:

disulfide [Cys₂-6] thioether-cyclo[CH₂CO-Lys(fluorescein)-Cys₂-Arg-Gly-Asp-Cys₆-Phe-Cys]-(PEG)-NH₂

6-fluorescein-Lys-Fmoc-OH

5-fluorescein-Lys-Fmoc-OH

Refernces