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Improving on Nature: Making a Cyclic Heptapeptide Orally Bioavailable

Overview of attention for article published in Angewandte Chemie. International Edition, September 2014
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About this Attention Score

  • In the top 25% of all research outputs scored by Altmetric
  • High Attention Score compared to outputs of the same age (88th percentile)
  • High Attention Score compared to outputs of the same age and source (84th percentile)

Mentioned by

news
1 news outlet
twitter
1 X user
patent
1 patent

Citations

dimensions_citation
126 Dimensions

Readers on

mendeley
156 Mendeley
citeulike
1 CiteULike
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Title
Improving on Nature: Making a Cyclic Heptapeptide Orally Bioavailable
Published in
Angewandte Chemie. International Edition, September 2014
DOI 10.1002/anie.201405364
Pubmed ID
Authors

Daniel S. Nielsen, Huy N. Hoang, Rink‐Jan Lohman, Timothy A. Hill, Andrew J. Lucke, David J. Craik, David J. Edmonds, David A. Griffith, Charles J. Rotter, Roger B. Ruggeri, David A. Price, Spiros Liras, David P. Fairlie

Abstract

The use of peptides in medicine is limited by low membrane permeability, metabolic instability, high clearance, and negligible oral bioavailability. The prediction of oral bioavailability of drugs relies on physicochemical properties that favor passive permeability and oxidative metabolic stability, but these may not be useful for peptides. Here we investigate effects of heterocyclic constraints, intramolecular hydrogen bonds, and side chains on the oral bioavailability of cyclic heptapeptides. NMR-derived structures, amide H-D exchange rates, and temperature-dependent chemical shifts showed that the combination of rigidification, stronger hydrogen bonds, and solvent shielding by branched side chains enhances the oral bioavailability of cyclic heptapeptides in rats without the need for N-methylation.

X Demographics

X Demographics

The data shown below were collected from the profile of 1 X user who shared this research output. Click here to find out more about how the information was compiled.
Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 156 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
United Kingdom 3 2%
Denmark 1 <1%
Unknown 152 97%

Demographic breakdown

Readers by professional status Count As %
Researcher 43 28%
Student > Ph. D. Student 40 26%
Student > Bachelor 13 8%
Student > Master 11 7%
Student > Doctoral Student 10 6%
Other 18 12%
Unknown 21 13%
Readers by discipline Count As %
Chemistry 89 57%
Biochemistry, Genetics and Molecular Biology 21 13%
Agricultural and Biological Sciences 9 6%
Medicine and Dentistry 5 3%
Pharmacology, Toxicology and Pharmaceutical Science 3 2%
Other 7 4%
Unknown 22 14%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 13. 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 26 March 2024.
All research outputs
#2,793,873
of 25,613,746 outputs
Outputs from Angewandte Chemie. International Edition
#7,366
of 50,436 outputs
Outputs of similar age
#29,092
of 255,827 outputs
Outputs of similar age from Angewandte Chemie. International Edition
#109
of 721 outputs
Altmetric has tracked 25,613,746 research outputs across all sources so far. Compared to these this one has done well and is in the 89th percentile: it's in the top 25% of all research outputs ever tracked by Altmetric.
So far Altmetric has tracked 50,436 research outputs from this source. They typically receive more attention than average, with a mean Attention Score of 7.8. This one has done well, scoring higher than 85% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 255,827 tracked outputs that were published within six weeks on either side of this one in any source. This one has done well, scoring higher than 88% of its contemporaries.
We're also able to compare this research output to 721 others from the same source and published within six weeks on either side of this one. This one has done well, scoring higher than 84% of its contemporaries.