Rapid Solution and Solid Phase Syntheses of Oligo(1,4-phenylene ethynylene)s with Thioester Termini:  Molecular Scale Wires with Alligator Clips. Derivation of Iterative Reaction Efficiencies on a Polymer Support

1997 ◽  
Vol 62 (5) ◽  
pp. 1388-1410 ◽  
Author(s):  
LeRoy Jones ◽  
Jeffry S. Schumm ◽  
James M. Tour
Keyword(s):  
Solid Phase ◽  
Polymer Support ◽  
Phenylene Ethynylene ◽  
Molecular Scale

scholarly journals An Improved Procedure for the Preparation of Thrombin Low Molecular Weight Substrates - Peptide p-Nitroanilides

2018 ◽  
Vol 1 (4) ◽  
pp. e00057 ◽  
Author(s):  
A.A Chistov ◽  
A.V. Talanova ◽  
M.V. Melnikova ◽  
S.S. Kuznetsova ◽  
E.F. Kolesanova
Keyword(s):  
Molecular Weight ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Potassium Sulfate ◽  
Polymer Support ◽  
Low Molecular Weight ◽  
Chromogenic Substrate ◽  
Peptide Substrates ◽  
Terminal Amino ◽  
Hydrolysis Of

Low molecular weight chromogenic thrombin peptide substrates, p-nitroanilides of short peptides protected at their N-terminal amino group, were prepared by solid-phase peptide synthesis on polystyrene-divinylbenzene polymer with trityl groups with preliminary attached p-phenylene diamine moiety. After the cleavage from the resin peptide p-aminoanilides were mildly oxidized to p-nitroanilides with the mixture of potassium sulfate and persulfate. Adsorption onto polymer support Bio-Beads SM-2 with further elution by acetonitrile allowed easy separating peptide p-nitroanilides from the oxidizer and obtaining the thrombin chromogenic substrate preparations with the target substance contents of not less than 95% and yields of 30-40%. Thrombin effectively catalyzed hydrolysis of the prepared substrates with KM and Vmax values of 29-134 mM and 0.03-1/16 mM/s, respectively.

Solid-Phase Synthesis of Oligo(phenylene ethynylene) Rotaxanes

2007 ◽  
Vol 119 (36) ◽  
pp. 6969-6972 ◽  
Author(s):  
Heather W. Daniell ◽  
Eric J. F. Klotz ◽  
Barbara Odell ◽  
Tim D. W. Claridge ◽  
Harry L. Anderson
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phenylene Ethynylene ◽  
Phase Synthesis

scholarly journals Optimal Method for Disulfide Bond Closure in the Synthesis of Atosiban—Antagonist of Oxytocin Receptors

2021 ◽  
Vol 47 (6) ◽  
pp. 1241-1248
Author(s):  
D. V. Avdeev ◽  
M. V. Ovchinnikov ◽  
Y. S. Dudkina ◽  
A. S. Molokoedov ◽  
A. A. Azmuko ◽  
...  
Keyword(s):  
Disulfide Bond ◽  
Large Scale ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Comparative Assessment ◽  
Polymer Support ◽  
Optimal Method ◽  
Phase Synthesis ◽  
Oxytocin Receptors ◽  
By Products

Abstract This work is devoted to the large-scale solid-phase synthesis (SPS) of Atosiban, Mpa1-D-Tyr(OEt)-Ile-Thr-Asn-Cys6-Pro-Orn-Gly-NH2 cyclic 1,6 disulfide, the only clinically used oxytocin receptor antagonist. The conditions have been selected for the closure of the disulfide bond (S–S) in the Atosiban molecule both in the solution and solid phase with the minimal formation of by-products. A comparative assessment of the formation of the S–S bond was carried out under various conditions. The formation of by-products during the closure of the disulfide bond has been studied both in solution and on the polymer support. The developed technique allows for the synthesis of Atosiban on an enlarged scale (10–20 mmol) involving the cyclization of a protected intermediate with the formation of the S–S bond during solid-phase synthesis with the minimal formation of by-products.

A novel core-shell type polymer support for solid-phase peptide synthesis

2000 ◽  
Vol 41 (39) ◽  
pp. 7481-7485 ◽  
Author(s):  
Jin Ku Cho ◽  
Byeong-Deog Park ◽  
Yoon-Sik Lee
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Polymer Support ◽  
Core Shell ◽  
Shell Type

scholarly journals Bromoacylpolystyrene, a New Type of Polymer Support for Solid Phase Peptide Synthesis

1969 ◽  
Vol 17 (2) ◽  
pp. 411-412 ◽  
Author(s):  
TOMISHIGE MIZOGUCHI ◽  
KEISUKE SHIGEZANE ◽  
NORIO TAKAMURA
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Polymer Support ◽  
New Type

SUBPOL:  A Novel Sucrose-Based Polymer Support for Solid-Phase Peptide Synthesis and Affinity Chromatography Applications

2003 ◽  
Vol 125 (44) ◽  
pp. 13415-13426 ◽  
Author(s):  
Alexander Poschalko ◽  
Thomas Rohr ◽  
Heinrich Gruber ◽  
Alberto Bianco ◽  
Gilles Guichard ◽  
...  
Keyword(s):  
Affinity Chromatography ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Polymer Support

Solid-Phase Synthesis ofm-Phenylene Ethynylene Heterosequence Oligomers

2006 ◽  
Vol 71 (14) ◽  
pp. 5282-5290 ◽  
Author(s):  
Erin L. Elliott ◽  
Christian R. Ray ◽  
Stefan Kraft ◽  
Joseph R. Atkins ◽  
Jeffrey S. Moore
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phenylene Ethynylene ◽  
Phase Synthesis
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