105047-45-8Relevant articles and documents
Application of tert-Butyl Disulfide-Protected Amino Acids for the Fmoc Solid-Phase Synthesis of Lactam Cyclic Peptides under Mild Metal-Free Conditions
Chen, Junyou,Cui, Tingting,Sun, Shuaishuai,Guo, Yanyan,Chen, Jingnan,Wang, Jun,Bierer, Donald,Li, Yi-Ming
, p. 8610 - 8619 (2021/07/19)
Lactam cyclic peptides are a class of interesting and pharmaceutically active molecules, but their previous syntheses have required the use of heavy metals and/or forcing conditions. Here, we describe the efficient application of the previously reported tert-butyl disulfide-protected amino acids and their use in the efficient, solid-phase synthesis of a series of lactam cyclic peptides under mild, metal-free conditions.
The impact of metal coordination on the assembly of bis(indolyl)methane-naphthalene-diimide amphiphiles
Bayindir, Sinan,Lee, Kwang Soo,Parquette, Jon R.,Saracoglu, Nurullah
supporting information, p. 13685 - 13692 (2020/10/26)
The self-assembly and coordination of amphiphiles comprised of naphthalenediimide (NDI) and bis(indolyl)methane (BIM) chromophores were investigated as a function of pH and metal. As observed by TEM, SEM and AFM imaging, the self-assembly of NDI-BIM 1 pro
Microwave-assisted synthesis of: Meso-carboxyalkyl-BODIPYs and an application to fluorescence imaging
Driver, Cathryn H. S.,Ebenhan, Thomas,Govender, Thavendran,Kruger, Hendrick G.,Maguire, Glenn. E. M.,Mhlongo, Neliswa Z.,Naicker, Tricia
supporting information, p. 7876 - 7883 (2020/11/02)
In this study, a significantly improved method for the synthesis of modular meso-BODIPY (boron dipyrromethene) derivatives possessing a free carboxylic acid group (which was subsequently coupled to peptides), is disclosed. This method provides a vastly efficient synthetic route with a > threefold higher overall yield than other reports. The resultant meso-BODIPY acid allowed for further easy incorporation into peptides. The meso-BODIPY peptides showed absorption maxima from 495-498 nm and emission maxima from 504-506 nm, molar absorptivity coefficients from 33383-80434 M-1 cm-1 and fluorescent quantum yields from 0.508-0.849. The meso-BODIPY-c(RGDyK) peptide was evaluated for plasma stability and (proved to be durable even up to 4 h) was then assessed for its fluorescence imaging applicability in vivo and ex vivo. The optical imaging in vivo was limited due to autofluorescence, however, the ex vivo tissue analysis displayed BODIPY-c(RGDyK) internalization and cancer detection thereby making it a novel tumor-integrin associated fluorescent probe while displaying the lack of interference the dye has on the properties of this ligand to bind the receptor. This journal is