794236

PTAD-Alkyne

97%

• Sinônimo(s): 4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione
• Fórmula empírica (Notação de Hill): C₁₁H₉N₃O₃
• Número CAS: 1313211-51-6
• Peso molecular: 231.21
• Número MDL: MFCD24386394
• Código UNSPSC: 12352106
• ID de substância PubChem: 329768433
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: 97%
• Formulário: solid
• pf: 176-181 °C
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: O=C1NNC(=O)N1c2ccc(OCC#C)cc2
• InChI: 1S/C11H9N3O3/c1-2-7-17-9-5-3-8(4-6-9)14-10(15)12-13-11(14)16/h1,3-6H,7H2,(H,12,15)(H,13,16)
• chave InChI: IHJYYZNVZZKSCU-UHFFFAOYSA-N

Descrição

Descrição geral

PTAD-Alkyne is a selective bioconjugation reagent for the modification of tyrosine residues with a terminal alkyne. Subsequent modification can then be afforded via the copper catalyzed azide/alkyne click chemistry reaction with an azide containing compound or biomolecule. This reagent has been shown to selectively introduce poly(ethylene glycol) or PEG chains onto proteins with surface exposed tyrosine residues. PTAD-Alkyne has also been used in the formation of antibody-drug conjugates.[1] 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.[1]

Aplicação

Note: PTAD-Alkyne 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 activation
Mix 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 modification
Add 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.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable