4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione

CAS No.
1313211-51-6
Chemical Name:
4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione
Synonyms
PTAD-Alkyne;PTAD-Alkyne 97%;4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione;1,2,4-Triazolidine-3,5-dione, 4-[4-(2-propyn-1-yloxy)phenyl]-
CBNumber:
CB12750540
Molecular Formula:
C11H9N3O3
Molecular Weight:
231.21
MDL Number:
MFCD24386394
MOL File:
1313211-51-6.mol
MSDS File:
SDS
Last updated:2023-05-22 08:28:48

4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione Properties

Melting point 176-181°C
Density 1.361±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 5.43±0.30(Predicted)

SAFETY

Risk and Safety Statements

WGK Germany  3

4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 794236 PTAD-Alkyne 97% 1313211-51-6 500mg $176.4 2024-03-01 Buy
Product number Packaging Price Buy
794236 500mg $176.4 Buy

4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione Chemical Properties,Uses,Production

Uses

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.

General Description

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. 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.

26557-78-8
4114-31-2
1313211-51-6
Synthesis of 4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione from 4-(2-propyn-1-yloxy)aniline(SALTDATA: HCl) and Ethyl carbazate

4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione Preparation Products And Raw materials

Raw materials

Preparation Products

4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione Suppliers

Global( 6)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Energy Chemical 021-58432009 400-005-6266 marketing1@energy-chemical.com China 44894 58
Chengdu Dorher Pharmaceutical CO.,Ltd 19983537320 bd-focus@focuspharm.com China 1484 58
Suzhou Zhixin Biotechnology Co., Ltd. 0512-65118909 15162312715 sales@szzxbio.com China 2949 58
4-(4-(Prop-2-yn-1-yloxy)phenyl)-1,2,4-triazolidine-3,5-dione PTAD-Alkyne PTAD-Alkyne 97% 1,2,4-Triazolidine-3,5-dione, 4-[4-(2-propyn-1-yloxy)phenyl]- 1313211-51-6