211739-82-1Relevant academic research and scientific papers
Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity
Bayón, Carlos,He, Ning,Deir-Kaspar, Mario,Blasco, Pilar,André, Sabine,Gabius, Hans-Joachim,Rumbero, ángel,Jiménez-Barbero, Jesús,Fessner, Wolf-Dieter,Hernáiz, María J.
supporting information, p. 1623 - 1633 (2017/02/10)
The sequence of a glycan and its topology of presentation team up to determine the specificity and selectivity of recognition by saccharide receptors (lectins). Structure–activity analysis would be furthered if the glycan part of a glycocluster could be efficiently elaborated in situ while keeping all other parameters constant. By using a bacterial α2,6-sialyltransferase and a small library of bi- to tetravalent glycoclusters, we illustrate the complete conversion of scaffold-presented lactoside units into two different sialylated ligands based on N-acetyl/glycolyl-neuraminic acid incorporation. We assess the ensuing effect on their bioactivity for a plant toxin, and present an analysis of the noncovalent substrate binding contacts that the added sialic acid moiety makes to the lectin. Enzymatic diversification of a scaffold-presented glycan can thus be brought to completion in situ, offering a versatile perspective for rational glycocluster engineering.
Modular syntheses of star-shaped pyridine, bipyridine, and terpyridine derivatives by employing sonogashira reactions
Trawny, Daniel,Kunz, Valentin,Reissig, Hans-Ulrich
supporting information, p. 6295 - 6302 (2015/03/30)
A simple and flexible synthesis for a series of star-shaped pyridine, bipyridine, and terpyridine derivatives is reported by using a modular approach that combines the use of a ligand, spacer, and core unit. A fairly efficient method to prepare 4′-nonafloxy-functionalized terpyridine derivatives is described. The building blocks that contain the functionalized pyridine, bipyridine, or terpyridine derivatives were linked to different C3-symmetrical core units. In most cases, Sonogashira reactions were employed in the crucial final steps of the synthesis. A star-shaped dodecafluorinated compound was also prepared in a straightforward fashion. A simple procedure for the preparation of partially silylated 1,3,5-triethynylbenzene derivatives is presented, which provides an approach to C2-symmetrical star-shaped compounds that have only one terpyridine and two terphenyl units as "dummy" ligands. The absorption and emission spectra of the fully conjugated C3-symmetrical pyridine derivatives were systematically investigated, and fairly large Stokes shifts were observed.
Synthesis of a nanocar with organometallic wheels
Vives, Guillaume,Tour, James M.
experimental part, p. 1427 - 1430 (2009/06/18)
A new class of nanovehicles incorporating trans-alkynyl(dppe)2ruthenium-based wheels is reported. A four-wheeled nanocar and a three-wheeled trimer were synthesized for future studies at the single molecule level.
Two dimensional chiral networks emerging from the aryl-F...H hydrogen-bond-driven self-assembly of partially fluorinated rigid molecular structures
Mu, Zhongcheng,Shu, Lijin,Fuchs, Harald,Mayor, Marcel,Chi, Lifeng
supporting information; experimental part, p. 10840 - 10841 (2009/02/05)
Self-assembly of the partially fluorinated rigid molecules physisorbed at solution/graphite interface has been investigated by scanning tunneling microscopy. Upon adsorption, both the branched star-shaped compound 1 and the angulate rod 2 compromising diacetylene and acetylene interlinked benzene and pentafluorobezene formed two-dimensional chiral porous networks. The spontaneous formation of these architectures is likely attributed to the two effects: the compensation of the dipole moments of the branches and the formation of Ar-H...F hydrogen bonds. These results demonstrate that the immobilization of molecules at the liquid/solid interface can be driven by these weak intermolecular interactions instead of van der Waals interactions between alkyl chains and substrate. Copyright
An effective, orthogonal deprotection strategy for differentially functionalized, linear and Y-shaped oligo phenylene ethynylenes
Chandra, Kusum L.,Zhang, Sheng,Gorman, Christopher B.
, p. 7120 - 7132 (2008/02/07)
Several methodologies for the selective deprotection acetylenes have been reported previously. However, as is shown here, they are often not reliable or convenient. Here, an approach is reported that is efficient and general. Use of this approach to synth
Organometallic triskelia: Novel tris(vinylideneruthenium(II)), tris(alkynylruthenium(II)), and triruthenium-triferrocenyl complexes
Uno, Mitsunari,Dixneuf, Pierre H.
, p. 1714 - 1717 (2007/10/03)
Incorporation of a redox-passive bridge affords three identical redox systems in the triskelion-shaped, carbon-rich, polyvinylidenemetal complex 1. The complex was isolated from the activation of the tripodal polyyne 1,3,5-(HC≡CC6H4C
