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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3627504 | PMC |
| http://dx.doi.org/10.1021/jo302065u | DOI Listing |
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