PTAD-Azide - ≥95%, used for 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)-c

CAS: 1313211-52-7 Cat. No.: P467087 Formula: C₁₀H₁₀N₆O₃ Molecular Weight: 262.22

GRADE & PURITY ≥95%

Synonyms

N₃₋Ph-Ur for e-Y-CLICK, 4-(4-(2-Azidoethoxy)phenyl)-1,2,4-triazolidine-3,5-dione

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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.

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 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.
PTAD-Azide may be used in the preparation of 4-(4-(2-azidoethoxy)phenyl)-3H-1,2,4-triazole-3,5(4H)-dione and aplaviroc-urazole.This urazole was recently demonstrated in the traceless, chemoselective labeling of peptides and proteins through electrochemical tyrosine-click (e-Y-CLICK) chemistry.  

Specifications

Synonyms

N₃₋Ph-Ur for e-Y-CLICK, 4-(4-(2-Azidoethoxy)phenyl)-1,2,4-triazolidine-3,5-dione

Specifications & Purity

≥95%

Application

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 rea

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: O=C(NNC1=O)N1C2=CC=C(OCCN=[N+]=[N-])C=C2
• InChIKey: MHGMHPVYCVQIET-UHFFFAOYSA-N
• INCHI: 1S/C10H10N6O3/c11-15-12-5-6-19-8-3-1-7(2-4-8)16-9(17)13-14-10(16)18/h1-4H,5-6H2,(H,13,17)(H,14,18)
• Molecular Weight: 262.22

Chemical and Physical Properties

• Sensitivity: Heat sensitive；Moisture sensitive
• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable