Umfang:
Online-Ressource
ISSN:
1869-5868
Inhalt:
Abstract: Metabolic incorporation of unnatural functionality on glycans has allowed chemical biologists to observe and affect cellular processes. Recent work has resulted in glycan‐fluorophore structures that allow for direct visualization of glycan‐mediated processes, shining light on their role in living systems. This work describes the serendipitous discovery of a small chemical reporter‐fluorophore. Investigations into the mechanism of fluorescence arising from (trimethylsilyl) methylglycine appended on mannosamine suggest rigidity and restriction of lone pair geometry contribute to the fluorescent behaviour. In fact, in situ cyclization and encapsulation in cucurbit[7]uril enhance fluorescence to levels that can be observed in live cells. While the reported unnatural mannosamine does not traverse the sialic acid biosynthetic pathway, this discovery may lead to small, “turn‐on” chemical reporters for incorporation in living systems.
In:
day:27
In:
month:12
In:
year:2022
In:
extent:7
In:
Israel journal of chemistry, Weinheim : Wiley-VCH, 1963-, (27.12.2022) (gesamt 7), 1869-5868
Sprache:
Englisch
DOI:
10.1002/ijch.202200069
URN:
urn:nbn:de:101:1-2022122814071774484909
URL:
https://doi.org/10.1002/ijch.202200069
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2022122814071774484909
URL:
https://d-nb.info/1276761341/34
URL:
https://doi.org/10.1002/ijch.202200069
