6220-25-3Relevant articles and documents
Investigation of reactions postulated to occur during inhibition of ribonucleotide reductases by 2′-azido-2′-deoxynucleotides
Dang, Thao P.,Sobczak, Adam J.,Mebel, Alexander M.,Chatgilialoglu, Chryssostomos,Wnuk, Stanislaw F.
supporting information; experimental part, p. 5655 - 5667 (2012/09/25)
Model 3′-azido-3′-deoxynucleosides with thiol or vicinal dithiol substituents at C2′ or C5′ were synthesized to study reactions postulated to occur during inhibition of ribonucleotide reductases by 2′-azido-2′-deoxynucleotides. Esterification of 5′-(tert-
Components of the Green Deathcap Toadstool Amanita phalloides, LVIII. - Some Dithiolanes Derived from Ketophalloidin as Reagents in Biochemical Research
Wieland, Theodor,Deboben, Axel,Faulstich, Heinz
, p. 416 - 424 (2007/10/02)
Ketophalloidin (2), obtained from phalloidin (1) by oxidation with periodate, was transformed into the dithiolanecarboxylic acid 3 by reaction with 2,3-dimercaptopropionic acid, and into the (aminomethyl)dithiolane 4 by reaction with 3-amino-1,2-propanedithiol.Compound 4 was the starting material for the following derivatives: the N-(3-carboxypropionyl) compound 5, the N-iodoacetyl compound 6 and, by nucleophilic substitution of iodide by azide, for the azidoacetyl compound 8.A fluorescent phallotoxin (7) was obtained by reaction of 4 with fluorescein isothiocyanate.All phallotoxins described in this paper specifically bind, like phalloidin, to the receptor protein actin.Derivatives 6 and 7, as radioactively labeled molecules, are suitable for a covalent fixation to actin (affinity labeling); the functional derivatives 3,4 and 5 have been conjugated to bovine serum albumin, and the amino compound 4 has been covalently attached to activated sepharose in order to generate an adsorbent for affinity chromatography
