Evidence map›Paper›PMID 32205898›Full record

ArticleTetrahedron letters2020

Tunable pH-Sensitive 2-Carboxybenzyl Phosphoramidate Cleavable Linkers.

Brian S Backer, Cindy J Choy, Austen L Davis, Zachery S Browne, Clifford E Berkman

Abstract read
In one paragraph

Article in Tetrahedron letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Review
  2. Article
  3. 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

5 authors.

Brian S BackerDepartment of Chemistry, Washington State University, Pullman, WA, 99164-4630 U.S.A.
Cindy J ChoyDepartment of Chemistry, Washington State University, Pullman, WA, 99164-4630 U.S.A.
Austen L DavisDepartment of Chemistry, Washington State University, Pullman, WA, 99164-4630 U.S.A.
Zachery S BrowneDepartment of Chemistry, Washington State University, Pullman, WA, 99164-4630 U.S.A.
Clifford E BerkmanDepartment of Chemistry, Washington State University, Pullman, WA, 99164-4630 U.S.A.

Funding

PSMA - Targeted Small-Molecule Drug ConjugatesR21CA223121 · NCI · WASHINGTON STATE UNIVERSITY · PI BERKMAN, CLIFFORD · 2018 to 2019
$375k
NCI NIH HHS R21 CA223121
6 · The paper itself

Abstract

We previously described a pH-sensitive phosphoramidate linker scaffold that can be tuned to release amine-containing drugs at various pH values. In these previous studies it was determined that the tunability of this linker was dependent upon the proximity of an acidic group (e.g., carboxylic acid or pyridinium). In this study, we confirmed that the tunability of pH-triggered amine-release was also dependent upon the pKa of the proximal acidic group. A series of 2-carboxybenzyl phosphoramidates was prepared in which the pKa of the proximal benzoic acid was predictably attenuated by substituents on the benzoate ring consistent with their σ-values.

Indexed as

Cleavable LinkerHammet EffectsHydrolysisPhosphoramidate

Identifiers

PMID32205898
PMCPMC7089582

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.