Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

2010 ◽  
Vol 63 (4) ◽  
pp. 693 ◽  
Author(s):  
Premraj Rajaratnam ◽  
Praveer Gupta ◽  
Peter Katavic ◽  
Krystle Kuipers ◽  
Ngoc Huyh ◽  
...  
Keyword(s):  
Good Yield ◽  
Large Scale ◽  
Solid Phase ◽  
Building Blocks ◽  
Chromatographic Purification ◽  
Large Scale Synthesis ◽  
Phase Production

The large scale synthesis of three orthogonally protected monosaccharide scaffolds suitable for use in the solid phase preparation of large diversity libraries is presented. Scaffolds based on 2-amino-2-deoxy-d-glucopyranose, 2-amino-2-deoxy-d-allopyranose, and 2,4-diamino-2,4-dideoxy-d-galactopyranose were prepared in good yield and with minimal chromatographic purification from commercially available methyl 2-azido-2-deoxy-1-thio-β-d-glucopyranose and methyl 2-amino-2-deoxy-1-thio-β-d-glucopyranose.

A large-scale synthesis of somatostatin for clinical use by a novel alternating solution/solid-phase procedure

1979 ◽  
Vol 8 (4) ◽  
pp. 429-442 ◽  
Author(s):  
Joseph Diaz ◽  
Remy Guegan ◽  
Michel Beaumont ◽  
Jean Benoit ◽  
Jacques Clement ◽  
...  
Keyword(s):  
Large Scale ◽  
Solid Phase ◽  
Clinical Use ◽  
Large Scale Synthesis

scholarly journals Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K2CO3/n-Bu4PBr in water

2020 ◽  
Vol 16 ◽  
pp. 778-790 ◽  
Author(s):  
Thanigaimalai Pillaiyar ◽  
Masoud Sedaghati ◽  
Gregor Schnakenburg
Keyword(s):  
Catalytic System ◽  
Large Scale ◽  
Efficient Synthesis ◽  
Chromatographic Purification ◽  
Large Scale Synthesis ◽  
Column Chromatographic

A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K2CO3 (15 mol %) and n-Bu4PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol.

Large-Scale Synthesis of New Pyranoid Building Blocks Based on Aldolase-Catalysed Carbon-Carbon Bond Formation

2008 ◽  
Vol 350 (11-12) ◽  
pp. 1751-1759 ◽  
Author(s):  
Michael Wolberg ◽  
Ben H. N. Dassen ◽  
Martin Schürmann ◽  
Stefan Jennewein ◽  
Marcel G. Wubbolts ◽  
...  
Keyword(s):  
Large Scale ◽  
Bond Formation ◽  
Building Blocks ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Large Scale Synthesis

scholarly journals Lipidomics from sample preparation to data analysis: a primer

2019 ◽  
Vol 412 (10) ◽  
pp. 2191-2209 ◽  
Author(s):  
Thomas Züllig ◽  
Martin Trötzmüller ◽  
Harald C. Köfeler
Keyword(s):  
Sample Preparation ◽  
Large Scale ◽  
Solid Phase ◽  
Building Blocks ◽  
Software Packages ◽  
Lipid Species ◽  
Living Organisms ◽  
Analytical Technology ◽  
Adequate Data

AbstractLipids are amongst the most important organic compounds in living organisms, where they serve as building blocks for cellular membranes as well as energy storage and signaling molecules. Lipidomics is the science of the large-scale determination of individual lipid species, and the underlying analytical technology that is used to identify and quantify the lipidome is generally mass spectrometry (MS). This review article provides an overview of the crucial steps in MS-based lipidomics workflows, including sample preparation, either liquid–liquid or solid-phase extraction, derivatization, chromatography, ion-mobility spectrometry, MS, and data processing by various software packages. The associated concepts are discussed from a technical perspective as well as in terms of their application. Furthermore, this article sheds light on recent advances in the technology used in this field and its current limitations. Particular emphasis is placed on data quality assurance and adequate data reporting; some of the most common pitfalls in lipidomics are discussed, along with how to circumvent them.

Improved Fmoc Solid-Phase Peptide Synthesis of Oxytocin with High Bioactivity

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1780-1784 ◽  
Author(s):  
Pengcheng Sun ◽  
Wenli Tang ◽  
Yu Huang ◽  
Bi-Huang Hu
Keyword(s):  
Peptide Synthesis ◽  
Disulfide Bond ◽  
High Purity ◽  
Large Scale ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Building Blocks ◽  
Side Chain ◽  
Protecting Group ◽  
Coupling Reagent

We described here the synthesis of oxytocin by an improved Fmoc solid-phase peptide synthesis (SPPS) method with a Rink-Amide resin as the solid support, HBTU as the coupling reagent, Fmoc-protected amino acids as the building blocks, and piperazine for Fmoc removal as a substitute for the standard reagent piperidine. Unlike previously reported syntheses, the removal of the S-Acm protecting group of Cys and cyclization forming the disulfide bond were carried out by using iodine on the resin with the fully protected peptide chains. Finally, a crude oxytocin with a purity of 92% was obtained by simultaneous cleavage of the peptide chains from the resin and removal of all side-chain protecting groups with trifluoroacetic acid containing the scavengers (yield 85%). The crude peptide was purified by using preparative RP-HPLC to obtain oxytocin (high purity 99.3%) with a bioactivity of 588 IU/mg, the highest reported so far in the literature. This investigation provides a contribution in efforts for the large-scale synthesis of oxytocin in high purity under mild conditions with iodine for on-resin disulfide bond formation and a substitute for the standard Fmoc-deprotecting reagent piperidine, a controlled substance.

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