Unknown

Dataset Information

0

A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore.


ABSTRACT: Sulfonated molecules exhibit high water solubility, a property that is valuable for many biological applications but often complicates their synthesis and purification. Here we report a sulfonate protecting group that is resistant to nucleophilic attack but readily removed with trifluoroacetic acid (TFA). The use of this protecting group improved the synthesis of a sulfonated near-IR fluorophore and the mild deprotection conditions allowed isolation of the product without requiring chromatography.

SUBMITTER: Pauff SM 

PROVIDER: S-EPMC3627504 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

altmetric image

Publications

A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore.

Pauff Steven M SM   Miller Stephen C SC  

The Journal of organic chemistry 20121213 2


Sulfonated molecules exhibit high water solubility, a property that is valuable for many biological applications but often complicates their synthesis and purification. Here we report a sulfonate protecting group that is resistant to nucleophilic attack but readily removed with trifluoroacetic acid (TFA). The use of this protecting group improved the synthesis of a sulfonated near-IR fluorophore and the mild deprotection conditions allowed isolation of the product without requiring chromatograph  ...[more]

Similar Datasets

| S-EPMC3242472 | biostudies-literature
| S-EPMC6563934 | biostudies-literature
| S-EPMC10474026 | biostudies-literature
| S-EPMC6903683 | biostudies-literature
| S-EPMC6155830 | biostudies-literature
| S-EPMC8252117 | biostudies-literature
| S-EPMC7496111 | biostudies-literature
| S-EPMC3127408 | biostudies-literature
| S-EPMC8080293 | biostudies-literature
| S-EPMC7589230 | biostudies-literature