Assembly of glycoamino acid building blocks: a new strategy for the straightforward synthesis of heparan sulfate mimics

2018 ◽  
Vol 54 (95) ◽  
pp. 13455-13458 ◽  
Author(s):  
Julia Revuelta ◽  
Roberto Fuentes ◽  
Laura Lagartera ◽  
María José Hernáiz ◽  
Agatha Bastida ◽  
...  

We report on a new class of linear heparan sulfate mimics prepared by the assembly of glycoaminoacid building blocks.

2018 ◽  
Author(s):  
Erik Leonhardt ◽  
Jeff M. Van Raden ◽  
David Miller ◽  
Lev N. Zakharov ◽  
Benjamin Aleman ◽  
...  

Extended carbon nanostructures, such as carbon nanotubes (CNTs), exhibit remarkable properties but are difficult to synthesize uniformly. Herein, we present a new class of carbon nanomaterials constructed via the bottom-up self-assembly of cylindrical, atomically-precise small molecules. Guided by supramolecular design principles and circle packing theory, we have designed and synthesized a fluorinated nanohoop that, in the solid-state, self-assembles into nanotube-like arrays with channel diameters of precisely 1.63 nm. A mild solution-casting technique is then used to construct vertical “forests” of these arrays on a highly-ordered pyrolytic graphite (HOPG) surface through epitaxial growth. Furthermore, we show that a basic property of nanohoops, fluorescence, is readily transferred to the bulk phase, implying that the properties of these materials can be directly altered via precise functionalization of their nanohoop building blocks. The strategy presented is expected to have broader applications in the development of new graphitic nanomaterials with π-rich cavities reminiscent of CNTs.


2005 ◽  
Vol 7 (4) ◽  
pp. 597-600 ◽  
Author(s):  
Fernando Albericio ◽  
Klaus Burger ◽  
Javier Ruíz-Rodríguez ◽  
Jan Spengler

Author(s):  
Andreas A Grauer ◽  
Burkhard König

Cα-Tetrasubstituted α-amino acids are important building blocks for the synthesis of peptidemimetics with stabilized secondary structure, because of their ability to rigidify the peptide backbone. Recently our group reported a new class of cyclic Cα-tetrasubstituted tetrahydrofuran α-amino acids prepared from methionine and aromatic aldehydes. We now report the extension of this methodology to aliphatic aldehydes. Although such aldehydes are prone to give aldol products under the reaction conditions used, we were able to obtain the target cyclic amino acids in low to moderate yields and in some cases with good diastereoselectivity.


2019 ◽  
Vol 17 (7) ◽  
pp. 1817-1821 ◽  
Author(s):  
Darshita Budhadev ◽  
Karinna Saxby ◽  
Julia Walton ◽  
Gideon Davies ◽  
Peter C. Tyler ◽  
...  

Herein we report synthesis of complex heparan sulfate oligosaccharide precursors by automated glycan assembly using disaccharide donor building blocks.


Author(s):  
Yang Yuan ◽  
Fu-Peng Wu ◽  
Anke Spannenberg ◽  
Xiao-Feng Wu

AbstractFunctionalized bisboryl compounds have recently emerged as a new class of synthetically useful building blocks in organic synthesis. Herein, we report an efficient strategy to synthesize β-geminal-diboryl ketones enabled by a Cu/Pd-catalyzed borocarbonylative trifunctionalization of readily available alkynes and allenes. This reaction promises to be a useful method for the synthesis of functionalized β-geminal-diboryl ketones with broad functional group tolerance. Mechanistic studies suggest that the reaction proceeds through borocarbonylation/hydroboration cascade of both alkynes and allenes.


2019 ◽  
Vol 58 (51) ◽  
pp. 18577-18583 ◽  
Author(s):  
Nitin J. Pawar ◽  
Lei Wang ◽  
Takuya Higo ◽  
Chandrabali Bhattacharya ◽  
Pavan K. Kancharla ◽  
...  

RSC Advances ◽  
2014 ◽  
Vol 4 (89) ◽  
pp. 47937-47950 ◽  
Author(s):  
Shanmugam Thiyagarajan ◽  
Jing Wu ◽  
Rutger J. I. Knoop ◽  
Jacco van Haveren ◽  
Martin Lutz ◽  
...  

Here we present the synthesis of a new family of sugar derived 1,4:3,6-dianhydrohexitol based AB-type monomers, containing one methyl ester group and a secondary hydroxyl group in all four possible stereo isomers (RR, RS, SR, SS).


Polymer ◽  
2011 ◽  
Vol 52 (2) ◽  
pp. 211-232 ◽  
Author(s):  
Günther Jutz ◽  
Alexander Böker
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 29 (45) ◽  
pp. no-no
Author(s):  
G. MISLIN ◽  
E. GRAF ◽  
M. W. HOSSEINI ◽  
A. DE CIAN ◽  
J. FISCHER

1995 ◽  
Vol 14 (11) ◽  
pp. 5344-5349 ◽  
Author(s):  
Stefan Friedrich ◽  
Lutz H. Gade ◽  
Ian J. Scowen ◽  
Mary McPartlin

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