Bisphenol E

Name: Bisphenol E
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2081-08-5
Cat. No. CS-0154101
Purity≥98%
MDL No.MFCD00186869

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Structure of 2081-08-5

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General Information

CAS No. 2081-08-5
Cat. No. CS-0154101
Purity ≥98%
MDL No. MFCD00186869
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₄O₂
Molecular Weight 214.26
Synonym(s) 4,4'-Ethylidenediphenol
SMILES CC(C1=CC=C(O)C=C1)C2=CC=C(O)C=C2

Description

PTAD-Azide (4-(4-(2-Azidoethoxy)phenyl)-1,2,4-triazolidine-3,5-dione) is a 1,2,4-triazolidine-3,5-dione derivative. It can be prepared from ethyl hydrazinecarboxylate.PTAD-Azide is a selective crosslinking reagent that has one end for reacting with tyrosine and the other end for presenting an azide. After bioconjugation to tyrosine, the azide can be reacted with an alkyne through the Cu(I)-catalyzed click chemistry reaction or with a cyclooctyne in a copper-free reaction. This reagent has been shown to selectively introduce poly(ethylene glycol) or PEG chains onto proteins with surface exposed tyrosine residues. PTAD-Azide has also been used in the formation of antibody-drug conjugates. This reagent is compatible with different buffer systems such as PBS, Tris and mixed PBS/Tris buffer (preferred). The linkage with tyrosine has been shown to be stable to pH and temperature extremes as well as blood plasma. Note: PTAD-Azide must be first activated by stirring in a 1:0.98 molar ratio with 1,3-dibromo-5,5-dimethylhydantoin (product # 157902). Activation is evident upon solution color change from colorless to deep red and the activated reagent should be used immediately. General Procedure for Protein Modification with PTAD. Part 1: PTAD activationMix together 1:0.98 molar equivalents of unactivated PTAD to 1,3-dibromo-5,5-dimethylhydantoin (product # 157902) in organic solvent (preferred solvents are DMF or acetonitrile, avoid using DMSO)Color change is observed from colorless/pale yellow to deep red (approximately 5 min of mixing).After the solution turns red, store the now activated reagent on ice and use for protein modification within 30 min. Part 2: Protein modificationAdd protein solution in mixed phosphate/Tris buffer or Tris buffer (pH should be 6 - 9) to the eppendorf tube (or other vial) containing the activated PTAD reagent prepared above and mix gently at room temperature for up to 30 min. Preferably use 10-fold molar excess of reagent relative to protein. Use protein at a minimum concentration of 1 mg/ml (higher concentrations are preferred for enhanced labeling). Remove excess unreacted PTAD by gel filtration.

Synthesis

Route1
- 75-07-0
- 108-95-2
- ~%
- In-stock
  
  2081-08-5
References
- Zincke Justus Liebigs Annalen der Chemie, 1908 , vol. 363, p. 277 Full Text Show Details Lunjak Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1904 , vol. 36, p. 310 Chem. Zentralbl., 1904 , vol. 75, # I p. 1650
Route2
- 108-95-2
- ~%
- In-stock
  
  2081-08-5
References
- Waiser; Rjabow Doklady Akademii Nauk SSSR, 1958 , vol. 121, p. 648 Doklady Chemistry, 118-123 <1958> 589
Route3
- 4356-69-8
- ~%
- In-stock
  
  2081-08-5
References
- Miquel,J.-F. et al. Journal of Medicinal Chemistry, 1963 , vol. 6, p. 774 - 780

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 40.46
LogP 3.2496
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Phenol

Material Science Polymer Materials Macromolecular Monomer

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Biomaterials/Biocompatible Materials Research Reagents Monomers, Macromonomers Diol Monomers

Material Science Polymer/Macromolecule Reagents Monomers Diol Monomers

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CAS No. 2081-08-5

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