The Development and Application of Tetrafluorophenol-Activated Resins for Rapid Amine Derivatization

Methods in Enzymology

Volumn 369, Issue , 2003, Pages 151-163

  Salvino, Joseph M ^a   Dolle, Roland E ^a  

^a ADOLOR CORPORATION   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; PHENOL DERIVATIVE; RESIN; TETRAFLUOROPHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DERIVATIZATION; PRIORITY JOURNAL; QUALITY CONTROL; SYNTHESIS;

EID: 0346216977     PISSN: 00766879     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0076-6879(03)69008-7     Document Type: Article

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24. Absolute loading is established by elemental analysis (F ion chromatography).
25. The N-nucleophile may be a primary or secondary amine, or an aniline. N-Nucleophiles that react poorly with TFP reagents include very hindered amines (e.g., o-substituted anilines and 1-aminonaphthalene), deactivated anilines, and aminothiazoles.
26. It is convenient to produce ca. 10 μM of product per well by dispensing ca. 12-15 mg of TFP-activated resin per well, assuming a loading of ca. 0.95 mmol/g and an 80-90% reaction yield. This quantity of product is sufficient for evaluation in multiple biological assays.
27. 50, etc.)