A synthesis of aziridine-containing peptides via the Cu(II)-promoted coupling of unprotected peptide thioacids and N-H aziridine-2-carbonyl peptides is reported. The unique reactivity of the resulting N-acylated aziridine-2-carbonyl peptides facilitates their subsequent regioselective and stereoselective nucleophilic ring-opening to give unprotected peptides that are specifically modified at the ligation site. The aziridine-mediated peptide ligation concept is exemplified using H(2)O as the nucleophile, producing a Xaa-Thr linkage (where Xaa can be an epimerizable and hindered amino acid). The overall process is compatible with a variety of unprotected amino acid functionality, most notably the N-terminal and Lys side chain amines.
Pharmacology, Toxicology and Pharmaceutical Science
1
2%
Agricultural and Biological Sciences
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2%
Physics and Astronomy
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2%
Other
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Unknown
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18%
Attention Score in Context
Attention Score in Context
This research output has an Altmetric Attention Score of 3. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 28 December 2011.
All research outputs
#17,913,254
of 29,427,808 outputs
Outputs from Journal of the American Chemical Society
#63,259
of 74,791 outputs
Outputs of similar age
#180,364
of 263,810 outputs
Outputs of similar age from Journal of the American Chemical Society
#371
of 494 outputs
Altmetric has tracked 29,427,808 research outputs across all sources so far. This one is in the 38th percentile – i.e., 38% of other outputs scored the same or lower than it.
So far Altmetric has tracked 74,791 research outputs from this source. They typically receive a little more attention than average, with a mean Attention Score of 7.4. This one is in the 14th percentile – i.e., 14% of its peers scored the same or lower than it.
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We're also able to compare this research output to 494 others from the same source and published within six weeks on either side of this one. This one is in the 24th percentile – i.e., 24% of its contemporaries scored the same or lower than it.
