6-Carboxyfluorescein diacetate

Base Information

• Chemical Name: 6-Carboxyfluorescein diacetate
• CAS No.: 3348-03-6
• Molecular Formula: C25H16O9
• Molecular Weight: 460.397
• Hs Code.: 29322090
• European Community (EC) Number: 878-448-9
• DSSTox Substance ID: DTXSID80187121
• Nikkaji Number: J227.665H
• Wikidata: Q72515526
• Mol file: 3348-03-6.mol

Synonyms:6-carboxy-3',6'-diacetylfluorescein;6-carboxyfluorescein diacetate;6-CFDA

Chemical Property of 6-Carboxyfluorescein diacetate

Chemical Property:

• Vapor Pressure: 1.17E-20mmHg at 25°C
• Melting Point: 152–153°C
• Refractive Index: 1.701
• Boiling Point: 701.6 °C at 760 mmHg
• PKA: 6.4(at 25℃)
• Flash Point: 245.1 °C
• PSA: 125.43000
• Density: 1.57g/cm³
• LogP: 3.80340
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 460.07943208
• Heavy Atom Count: 34
• Complexity: 828

Purity/Quality:

99% ^*data from raw suppliers

6-Carboxyfluoresceine diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=C(C=CC(=C5)C(=O)O)C(=O)O3
• Uses: 6-CARBOXYFLUORESCEIN DIACETATE is used to differentiate viable cells from apoptotic cells. Live cells that are not apoptotic accumulate 6-carboxyfluorescein but do not accumulate annexin 6-Carboxyfluorescein Diacetate is a fluorescent polyanionic probe used to detect changes intracellular pH. In addition, 6-Carboxyfluorescein Diacetate derivatives can be used as staining agents for flow cytometry to visualize cells undergoing apoptosis or necrosis.

Technology Process of 6-Carboxyfluorescein diacetate

There total 3 articles about 6-Carboxyfluorescein diacetate 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:

acetic anhydride (108-24-7) + 6-carboxyfluorescein (76608-15-6) → 6-carboxyfluorescein diacetate (3348-03-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

acetic anhydride (108-24-7) + 6-carboxyfluorescein (3301-79-9) → 6-carboxyfluorescein diacetate (3348-03-6)

Guidance literature:

With pyridine; at 110 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2014.04.090

Reference yield:

acetic anhydride (108-24-7) + recorcinol (108-46-3) + trimellitic Anhydride (552-30-7,145253-53-8) → 6-carboxyfluorescein diacetate (3348-03-6) + 5-Carboxyfluorescein diacetate (79955-27-4)

Guidance literature:

recorcinol; trimellitic Anhydride; With zinc dibromide; at 180 ℃; for 1.33333h;

acetic anhydride; for 2h; Overall yield = 4.3 g; Reflux;

DOI:10.1039/c4cc04120h

upstream raw materials:

acetic anhydride

6-carboxyfluorescein

6-carboxyfluorescein

recorcinol

Downstream raw materials:

C₂₂H₁₅NO₆

6-carboxyfluorescein diacetate N-hydroxysuccinimide ester

FAM-C₃-TPP

FAM-C₆-TPP

Refernces

• 1、 -. "NEW TECHNOLOGY TO CONJUGATE THE TACCALONOLIDE MICROTUBULE STABILIZERS WITH LINKERS/PAYLOADS". Paragraph 0486; 0487. . Retrieved 2020/09/27.
• 2、 -. "FLUORESCENT SUBSTRATE FOR DETECTION OF ENZYMATIC ACTIVITY OF NITRILE-RELATED ENZYME". Paragraph 0083; 0084. . Retrieved 2013/03/28.