Synthesis of oxytocinoic acid and oxytocin on a solid support VIA triazolides from active esters

2010 ◽  
Vol 87 (3) ◽  
pp. 257-273 ◽  
Author(s):  
H. C. Beyerman ◽  
C. A. M. Boers-Boonekamp ◽  
H. Maassen van den Brink-Zimmermannová
Keyword(s):  
Solid Support ◽  
Active Esters

Preparation of active esters on solid support for aqueous-phase peptide couplings

2002 ◽  
Vol 43 (8) ◽  
pp. 1369-1372 ◽  
Author(s):  
Andrew D. Corbett ◽  
James L. Gleason
Keyword(s):  
Aqueous Phase ◽  
Solid Support ◽  
Active Esters

Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters

2019 ◽  
Author(s):  
Jiang Wang ◽  
Brian P. Cary ◽  
Peyton Beyer ◽  
Samuel H. Gellman ◽  
Daniel Weix
Keyword(s):  
Carboxylic Acid ◽  
Solid Support ◽  
Reaction Conditions ◽  
Decarboxylative Coupling ◽  
New Strategy ◽  
The Cross ◽  
Acyl Donors ◽  
Acid Esters

A new strategy for the synthesis of ketones is presented based upon the decarboxylative coupling of N-hydroxyphthalimide (NHP) esters with S-2-pyridyl thioesters. The reactions are selective for the cross-coupled product because NHP esters act as radical donors and the thioesters act as acyl donors. The reaction conditions are general and mild, with over 40 examples presented, including larger fragments and the 20-mer peptide Exendin(9-39) on solid support.

Synthesis and properties of oxytocin analogues acting as irreversible inhibitors of the uterotonic response to oxytocin

1979 ◽  
Vol 44 (8) ◽  
pp. 2573-2582 ◽  
Author(s):  
Michal Lebl ◽  
Vera Bojanovska ◽  
Tomislav Barth ◽  
Karel Jošt
Keyword(s):  
Glutamic Acid ◽  
Active Esters ◽  
Irreversible Inhibitors ◽  
Reactive Groups ◽  
Chemical Character

A series of compounds containing reactive groups of different chemical character was synthetized from [4-glutamic acid]deamino-1-carba-oxytocin or from [2-O-methyltyrosine, 4-glutamic acid]deamino-1-carba-oxytocin. The analogues acted as specific irreversible inhibitors of the uterotonic response to oxytocin. Active esters of the initial compounds were the most effective inhibitors.

Series of sequential polypeptides containing lysine or arginine: Preparation and characterization

1988 ◽  
Vol 53 (1) ◽  
pp. 145-156 ◽  
Author(s):  
Jana Pírková ◽  
Svetlana Churkina ◽  
Vladimír Gut ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Molecular Weight ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Average Molecular Weight ◽  
Basic Amino Acid ◽  
Cd Spectra ◽  
Active Esters ◽  
Marked Tendency

The sequential polypeptides (Lys-Ala)n, (Lys-Ala-Ala)n, (Lys-Ala-Ala-Ala)n, (Lys-Leu-Ala)n, (Lys-Leu-Ala-Ala)n, (Lys-Leu-Ala-Ala-Ala)n, (Lys-Ala-Leu)n, (Lys-Ala-Leu-Ala)n, (Orn-Leu-Ala)n,(Arg-Ala-Ala)n, (Arg-Leu-Ala)n, (Arg-Leu-Ala-Ala)n, (Arg-Ala-Leu)n, and (Arg-Ala-Leu-Ala)n were synthesized by polymerization of active esters (1-succinimidyl or pentafluorophenyl) of the corresponding Nα-deblocked monomers. The monomers were prepared using the usual methods of peptide synthesis in solution. Upon dialysis, the average molecular weight of the polymer was 6 000-9 000 as determined by sedimentation in ultracentrifuge. Polypeptides, containing leucine in addition to the basic amino acid, showed a marked tendency to aggregation. CD spectra of the products were measured for characterization.

Fully Automated Parallel Oligonucleotide Synthesizer

2001 ◽  
Vol 66 (8) ◽  
pp. 1299-1314 ◽  
Author(s):  
Michal Lebl ◽  
Christine Burger ◽  
Brett Ellman ◽  
David Heiner ◽  
Georges Ibrahim ◽  
...  
Keyword(s):  
Solid Phase ◽  
Building Blocks ◽  
Solid Support ◽  
Continuous Operation ◽  
Gear Pump ◽  
Oligonucleotide Synthesis ◽  
Center Of Rotation ◽  
Microtiter Plates ◽  
The Individual ◽  
Design And Construction

Design and construction of automated synthesizers using the tilted plate centrifugation technology is described. Wash solutions and reagents common to all synthesized species are delivered automatically through a 96-channel distributor connected to a gear pump through two four-port selector valves. Building blocks and other specific reagents are delivered automatically through banks of solenoid valves, positioned over the individual wells of the microtiterplate. These instruments have the following capabilities: Parallel solid-phase oligonucleotide synthesis in the wells of polypropylene microtiter plates, which are slightly tilted down towards the center of rotation, thus generating a pocket in each well, in which the solid support is collected during centrifugation, while the liquid is expelled from the wells. Eight microtiterplates are processed simultaneously, providing thus a synthesizer with a capacity of 768 parallel syntheses. The instruments are capable of unattended continuous operation, providing thus a capacity of over two millions 20-mer oligonucleotides in a year.

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