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  • Effective Friedel-Crafts acylation of biotin acid chloride in trifluoromethanesulfonic acid.

Effective Friedel-Crafts acylation of biotin acid chloride in trifluoromethanesulfonic acid.

Bioscience, biotechnology, and biochemistry (2012-11-08)
Yasuyuki Muto, Yuta Murai, Yasuko Sakihama, Yasuyuki Hashidoko, Makoto Hashimoto
ABSTRACT

Biotin is one of the most useful tags in (bio)analytical science due to its specific interaction with avidin, but is not easy to convert because of its low solubility in most solvents. Friedel-Crafts acylation of biotin acid chloride in triflic acid was examined, and the synthesized derivatives had stronger affinity to avidin than biotin in a binding assay using 2-(4'-hydroxyphenylazo)benzoic acid.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Lithium trifluoromethanesulfonate, 96%
Sigma-Aldrich
Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
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Sigma-Aldrich
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Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis
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Zinc trifluoromethanesulfonate, 98%
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Aluminum trifluoromethanesulfonate, 99.9% trace metals basis
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Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)
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Sigma-Aldrich
Barium trifluoromethanesulfonate, 98%