144445-74-9Relevant academic research and scientific papers
Carborane-β-cyclodextrin complexes as a supramolecular connector for bioactive surfaces
Neirynck,Schimer,Jonkheijm,Milroy,Cigler,Brunsveld
, p. 539 - 545 (2015)
Supramolecular chemistry provides an attractive entry to generate dynamic and well-controlled bioactive surfaces. Novel host-guest systems are urgently needed to provide a broader affinity and applicability portfolio. A synthetic strategy to carborane-peptide bioconjugates was therefore developed to provide an entry to monovalent supramolecular functionalization of β-cyclodextrin coated surfaces. The β-cyclodextrin·carborane-cRGD surfaces are formed efficiently and with high affinity as demonstrated by IR-RAS, WCA, and QCM-D, compare favourable to existing bio-active host-guest surface assemblies, and display an efficient bioactivity, as illustrated by a strong functional effect of the supramolecular system on the cell adhesion and spreading properties. Cells seeded on the supramolecular surface displaying bioactive peptide epitopes exhibited a more elongated morphology, focal adhesions, and stronger cell adhesion compared to control surfaces. This highlights the macroscopic functionality of the novel supramolecular immobilization strategy. This journal is
Development of carborane synthons: Synthesis and chemistry of (aminoalkyl)carboranes
Wilson, J. Gerald,Anisuzzaman,Alam,Soloway
, p. 1955 - 1958 (2008/10/08)
A number of (aminoalkyl)-1,2-closo-dodecaboranes have been synthesized to provide carboranes with a functional group for covalent incorporation into structures of potential use in the treatment of cancer by boron neutron capture therapy (BNCT). (Phthalimidoalkyl)acetylenes reacted with decaborane to give the corresponding carboranes; removal of the phthalimido group under mild conditions using sodium borohydride in 2-propanol furnished the (aminoalkyl)carboranes which were isolated as their hydrochloride salts. An alternative approach involved the conversion of an (iodoalkyl)- or a ((tosyloxy)alkyl)carborane to the azido derivative which gave the amine on hydrogenation. An effective way of attaching a carborane moiety to thiouracil, which is selectively taken up in melanoma cells, is illustrated by the acylation of two of these amines with thiouracil-5-carboxylic acid.
