Student or educator? Sign up with your school email and get 6 months of Pro free.
CoChat
Sign Up
Cited by 309

The DOI matches its Crossref record; 28 of the 28 references it cites were found in a registry or an index.

Investigating Cellular Metabolism of Synthetic Azidosugars with the Staudinger Ligation

Saxon, Eliana, Luchansky, Sarah J., Hang, Howard C., Yu, Chong, Lee, Sandy C., Bertozzi, Carolyn R.·2002·Journal of the American Chemical Society
DOI 10.1021/ja027748x
Open this paper in CoChat — free account

Abstract

The structure of sialic acid on living cells can be modulated by metabolism of unnatural biosynthetic precursors. Here we investigate the conversion of a panel of azide-functionalized mannosamine and glucosamine derivatives into cell-surface sialosides. A key tool in this study is the Staudinger ligation, a highly selective reaction between modified triarylphosphines and azides that produces an amide-linked product. A preliminary study of the mechanism of this reaction, and refined conditions for its in vivo execution, are reported. The reaction provided a means to label the glycoconjugate-bound azidosugars with biochemical probes. Finally, we demonstrate that the cell-surface Staudinger ligation is compatible with hydrazone formation from metabolically introduced ketones. These two strategies provide a means to selectively modify cell-surface glycans with exogenous probes.

Overview

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Integrity signals

Registry

Crossref · 10.1021/ja027748x

Cites

28 of 28 references verified0 citation errors · 0 not checkable

Statistics

Verification

Claims the paper makes

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Self-check

Percentages, sums and reported differences re-computed from the paper’s own numbers.

The self-check needs the paper’s full text.

Citations

Cites

Cited by

See all 309

Metadata

Authors
Saxon, E., Luchansky, S. J., Hang, H. C., Yu, C., Lee, S. C., & Bertozzi, C. R.
Venue
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Published
2002-11-23
Volume
124
Issue
50
Pages
14893-14902
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
DOI
10.1021/ja027748x
OpenAlex
W2153792930
Cited by
309
References
28
FWCI
10.51
Type
journal article
Language
en
Open access
closed

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review

Data sources

Bibliographic data: Semantic Scholar, OpenAlex, Crossref.

Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.