Evidence map›Paper›PMID 26864791›Full record

ArticleJournal of the American Society for Mass Spectrometry2016

Exploitation of the Ornithine Effect Enhances Characterization of Stapled and Cyclic Peptides.

Christopher M Crittenden, W Ryan Parker, Zachary B Jenner, Kerry A Bruns, Lucas D Akin, William M McGee, Eugene Ciccimaro, Jennifer S Brodbelt

Abstract read
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In one paragraph

Article in Journal of the American Society for Mass Spectrometry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed.

  1. Article
  2. Review
  3. Review
  4. Article
  5. Gold(I) Cationization Promotes Ring Opening in Lysine-Containing Cyclic Peptides.Journal of the American Society for Mass Spectrometry · 2019
    Article
  6. Spectroscopic Evidence for Lactam Formation in Terminal Ornithine bJournal of the American Society for Mass Spectrometry · 2019
    Article
  7. Article
  8. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors.

Christopher M CrittendenDepartment of Chemistry, University of Texas, Austin, TX, 78712, USA.
W Ryan ParkerDepartment of Chemistry, University of Texas, Austin, TX, 78712, USA.
Zachary B JennerDepartment of Chemistry and Biochemistry, Southwestern University, Georgetown, TX, 78626, USA.
Kerry A BrunsDepartment of Chemistry and Biochemistry, Southwestern University, Georgetown, TX, 78626, USA.
Lucas D AkinDepartment of Chemistry, University of Texas, Austin, TX, 78712, USA.
William M McGeeDepartment of Chemistry, University of Texas, Austin, TX, 78712, USA.
Eugene CiccimaroBristol-Myers Squibb, Princeton, NJ, 08543, USA.
Jennifer S BrodbeltDepartment of Chemistry, University of Texas, Austin, TX, 78712, USA. jbrodbelt@cm.utexas.edu.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A method to facilitate the characterization of stapled or cyclic peptides is reported via an arginine-selective derivatization strategy coupled with MS/MS analysis. Arginine residues are converted to ornithine residues through a deguanidination reaction that installs a highly selectively cleavable site in peptides. Upon activation by CID or UVPD, the ornithine residue cyclizes to promote cleavage of the adjacent amide bond. This Arg-specific process offers a unique strategy for site-selective ring opening of stapled and cyclic peptides. Upon activation of each derivatized peptide, site-specific backbone cleavage at the ornithine residue results in two complementary products: the lactam ring-containing portion of the peptide and the amine-containing portion. The deguanidination process not only provides a specific marker site that initiates fragmentation of the peptide but also offers a means to unlock the staple and differentiate isobaric stapled peptides.

Indexed as

ArginineOrnithinePeptides, CyclicTandem Mass SpectrometryArginineOrnithinePeptides, CyclicCyclic peptideOrnithine effectStapled peptide

Identifiers

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.