13515-87-2Relevant articles and documents
Decarbonylative approach to the synthesis of enamides from amino acids: Stereoselective synthesis of the (Z)-aminovinyl-d-cysteine unit of mersacidin
Garcia-Reynaga, Pablo,Carrillo, Angela K.,Vannieuwenhze, Michael S.
supporting information; experimental part, p. 1030 - 1033 (2012/04/04)
The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described.
Real-time colorimetric screening of endopeptidase inhibitors using adenosine triphosphate (ATP)-stabilized gold nanoparticles
Kim, Mi Hee,Lee, Soo Suk,Chung, Sang J.,Jang, Hyun Hye,Yi, Sujung,Kim, Sudeok,Chang, Suk-Kyu,Han, Min Su
supporting information; experimental part, p. 2228 - 2231 (2010/05/19)
The gold nanoparticles (AuNPs) that were stabilized with adenosine triphosphate (ATP) were stable over a wide range of pHs for the buffer, even in the presence of high concentrations of salt and protein. However, these stabilized AuNPs immediately aggrega
Ambient temperature synthesis of high enantiopurity N-protected peptidyl ketones by peptidyl thiol ester-boronic acid cross-coupling
Yang, Hao,Li, Hao,Wittenberg, Ruediger,Egi, Masahiro,Huang, Wenwei,Liebeskind, Lanny S.
, p. 1132 - 1140 (2007/10/03)
α-Amino acid thiol esters derived from N-protected mono-, di-, and tripeptides couple with aryl, π-electron-rich heteroaryl, or alkenyl boronic acids in the presence of stoichiometric Cu(I) thiophene-2-carboxylate and catalytic Pd2(dba)3/triethylphosphite to generate the corresponding N-protected peptidyl ketones in good-to-excellent yields and in high enantiopurity. Triethylphosphite plays a key role as a supporting ligand by mitigating an undesired palladium-catalyzed decarbonylation-β-elimination of the α-amino thiol esters. The peptidyl ketone synthesis proceeds at room temperature under nonbasic conditions and demonstrates a high tolerance to functionality.
A new convenient preparation of thiol esters utilizing N-acylbenzotriazoles
Katritzky, Alan R.,Shestopalov, Aleksandr A.,Suzuki, Kazuyuki
, p. 1806 - 1813 (2007/10/03)
Diverse thiol esters were synthesized in good to excellent yields (76-99%) by reactions of thiophenol, benzyl mercaptan, ethyl mercaptoacetate, and mercaptoacetic acid with N-acylbenzotriazoles under mild conditions. These results demonstrate the utility of N-acylbenzotriazoles as mild S-acylating agents, especially when the corresponding acid chlorides are not readily available.
Fluorometric Assay Protocol for Protease-Catalyzed Transesterification Reactions in Organic Solvents
Han, Min Su,Jung, Sang Oh,Kim, Mahn-Joo,Kim, Dong H.
, p. 2853 - 2855 (2007/10/03)
A flourometric assay protocol for a subtilisin-catalyzed transesterification reaction in n-hexane has been developed. The method makes use of a Michael acceptor that forms a fluorescent adduct with thiophenol, one of the products generated in the transest
