EZ-LINK (TM) PFP-BIOTIN, 50 MG
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EZ-LINK (TM) PFP-BIOTIN, 50 MG
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CAS No:
120550-35-8
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Formula:
C16H15F5N2O3S
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Chemical Name:
EZ-LINK (TM) PFP-BIOTIN, 50 MG
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Synonyms:
EZ-LINK (TM) PFP-BIOTIN, 50 MG;(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoicacid 2,3,4,5,6-pentafluorophenyl ester;Biotin pentafluorophenyl ester;Biotin-PFP Biotin pentafluorophenyl ester;Perfluorophenyl 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
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CAS No:
EZ-LINK (TM) PFP-BIOTIN, 50 MG Use and Manufacturing
Biotin (2.95 g, 12.00 mmol) was dissolved in DMF (10 mL), and Pfp-OH (2.80 g, 15.20 mmol) was added to the biotin solution before EDC.HCl (5.70 g, 29.70 mmol) in DMF (15 mL) were added to the mixture at 0 °C over 30 min. The mixture stirred overnight at room temperature under nitrogen atmosphere. The product washed with DCM. White powder was obtained with a yield of 90percent (4.50 g). The product was used in the next step without further purification. Biotin (5 g; 23.1 mmol; 1.0 eq) is suspended in anhydrous DMF (50 ml) and pyridine (2.07 ml; 25.4 mmol; 1.1 eq). After stirring for 5 minutes, pentafluorophenyl trifluoroacetate (PFP-TFA: 4.621 ml, i.e. 7.50 g; 25.4 mmol; 1.1 eq) is added. After stirring for one night, the reaction is finished, and the solvents are evaporated on the rotary evaporator. The evaporation residue is taken up in 100 ml of ethyl ether to suspend it, then filtered off on a fritted filter, and the cake is rinsed with a minimum of ether. Note: in the TLC a small trace of biotin is observed, but that will have no impact on what follows. m=7.106 g. Yield: 81percent. TLC eluent: DCM/MeOH: 90/10.
Computed Properties
Molecular Weight:410.4
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:410.07235433
Monoisotopic Mass:410.07235433
Topological Polar Surface Area:92.7
Heavy Atom Count:27
Complexity:558
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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