64957-09-1Relevant articles and documents
Highly Selective Sub-Nanomolar Cathepsin S Inhibitors by Merging Fragment Binders with Nitrile Inhibitors
Schade, Markus,Merla, Beatrix,Lesch, Bernhard,Wagener, Markus,Timmermanns, Simone,Pletinckx, Katrien,Hertrampf, Torsten
supporting information, p. 11801 - 11808 (2020/11/26)
Pharmacological inhibition of cathepsin S (CatS) allows for a specific modulation of the adaptive immune system and many major diseases. Here, we used NMR fragment screening and crystal structure-aided merging to synthesize novel, highly selective CatS inhibitors with picomolar enzymatic Ki values and nanomolar functional activity in human Raji cells. Noncovalent fragment hits revealed binding hotspots, while the covalent inhibitor structure-activity relationship enabled efficient potency optimization.
Utility of tetrathiomolybdate and tetraselenotungstate: Efficient synthesis of cystine, selenocystine, and their higher homologues
Bhat, Ramakrishna G.,Porhiel, Emmanuel,Saravanan, Vadivelu,Chandrasekaran, Srinivasan
, p. 5251 - 5253 (2007/10/03)
Efficient synthesis of cystine, selenocystine, and their higher homologues like homo and bishomo amino acid derivatives from natural amino acid derivatives using tetrathiomolybdate and tetraselenotungstate reagents under mild and neutral conditions is reported. The generality of the reaction has been studied by capping various groups to amino and carboxyl components of canonical amino acids.
Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: A novel route to the dehydrodigalloyl linker unit of agrimoniin-type ellagitannins
Feldman, Ken S.,Quideau, Stephane,Appel, Heidi M.
, p. 6656 - 6665 (2007/10/03)
Orthochloranil-mediated oxidation of galloyl monoethers furnishes the derived orthoquinones in excellent yield. These reactive electrophiles participate in a variety of nucleophilic addition reactions with heteroatomic and carbanionic partners. In addition, Lewis acid-mediated dimerization of the orthoquinones provides an efficient route to dehydrodigalloyl-type diaryl ether units characteristic of several ellagitannin natural products. The implications for ellagitannin biosynthesis and gallotannin-protein covalent attachment are discussed.
STUDIES ON 2-AZIRIDINECARBOXYLIC ACID: X. SIMPLE STEREOSPECIFIC SYNTHESIS OF OPTICALLY ACTIVE CYSTINE AND THREO-3,3 prime -DIMETHYLCYSTINE.
Nakajima,Okawa
, p. 1565 - 1566 (2007/10/02)
Results show that, compared with conventional methods the synthesis of cysteine and 3-methylcysteine by the stereospecific ring-opening reaction of aziridine with H//2S is very convenient for transforming the serine or threonine into optically pure cystine or threo-3,3 prime -dimethylcystine.