Table 1.
| |||
---|---|---|---|
entry | palladacycle | conversion (%)b
|
|
10 s | 3 min | ||
1 |
1 |
7 | 83 (3)c |
2 |
2 |
48 | >99 |
3 |
3 |
9 | 65 (25)c |
4 |
4 |
10 | 85 (10)c |
5 |
5 |
56 | 94 (6)c |
6 |
6 |
40 | 87 (11)c |
7 |
7 |
73 | >99 |
8 |
8 |
64 | >99 |
Reaction was carried out by incubating 2.5 μM Ub-Hpg with 10 μM palladacycle at room temperature for the indicated time (see detail procedure in SI, general procedures for the reaction of palladacycles with Ub-Hpg).
Conversion was determined based on LC-MS analysis: conversion % = Iproduct/(IUb-Hpg + Iproduct + Idimer side product × 2), where IUb-Hpg, Iproduct and Idimer side product represent the ion counts of Ub-Hpg, product and the protein dimer side product, respectively.
Value in parenthesis denotes the conversion of the dimer side product. The mass of the dimer side product is consistent with the structure: ; see ref. 25 for a possible mechanism.