Der 2‐(Triphenylphosphonio)äthoxycarbonyl‐Rest als Schutzgruppe für die Aminofunktion in Aminosäuren und Peptiden

doi:10.1002/CBER.19761090803

Paper

Der 2‐(Triphenylphosphonio)äthoxycarbonyl‐Rest als Schutzgruppe für die Aminofunktion in Aminosäuren und Peptiden

Published Aug 1, 1976 · H. Kunz

Chemische Berichte

UNKNOWN SJR score

42

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0

Influential Citations

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Abstract

Die-2(Triphenylphosphonio)athoxycarbonyl-(Peoc)-Gruppe wird als neue Amino-Schutzgruppe fur Aminosauren und Peptide beschrieben. Sie ist unter milden, basischen Bedingungen abspaltbar und zeichnet sich andererseits durch besondere Bestandigkeit gegenuber starken Sauren aus. Mit der Peoc-Gruppe geschutzte Aminosauren, Peptide oder deren Derivate besitzen eine erhohte, teilweise sehr gute Loslichkeit in Wasser. Durch Variation des Phosphoniumzentrums kann die Basenempfindlichkeit der Peoc-Gruppe in weiten Bereichen verandert werden. The 2-(Triphenylphosphonio)ethoxycarbonyl Group as an Amino Protective Function in Peptide Chemistry A new amino protective function in amino acids and peptides, the 2-(triphenylphosphonio)ethoxy-carbonyl-(Peoc)-group is described. Its removal is possible under mild basic conditions. On the other hand, this group has an extreme acid stability. Peoc amino acids, peptides and their derivatives all show an enhanced, partly very good solubility in water. The base sensitivity of the Peoc group may be varied over a wide range by appropriate modification of the substituents at the phosphonium center.

Study Snapshot

The 2-(triphenylphosphonio)ethoxycarbonyl-(Peoc)-group offers a new amino protective function in amino acids and peptides, with extreme acid stability and enhanced water solubility.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Der 2‐(Triphenylphosphonio)äthoxycarbonyl‐Rest als Schutzgruppe für die Aminofunktion in Aminosäuren und Peptiden

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References

Citations

Self-Immolative System for Disclosure of Reactive Electrophilic Alkylating Agents: Understanding the Role of the Reporter Group

The structure of the reporter group plays a key role in the self-immolative efficacy of a prototype system for detecting reactive electrophilic alkylating agents, with the number and position of substituents influencing degradation and release rates.

Greening the synthesis of peptide therapeutics: an industrial perspective

Making peptide synthesis greener involves solvent substitution, recycling, and reduction, as well as exploring alternative synthetic methods and emerging technologies for large-scale industrial production.

Synthesis in Green Solvents

Green solvents, such as supercritical carbon dioxide ionic liquids, can revolutionize synthesis in green chemistry by reducing solvent-related problems and promoting green chemistry.

Trimethylsilyl Cyanide, a Reagent and (Co)Solvent “par Excellence” for Homogeneous Peptide Synthesis. A Strategy Circumventing Classical Drawbacks?

Trimethylsilyl cyanide offers a promising strategy for peptide synthesis in solution, overcoming classical drawbacks and offering gaseous products and excellent solubilization in organic solvents.

One Pot N‐Protection of Amino Acids

This one-pot method for N-protection of amino acids is versatile and has rarely been used, offering potential for selective Boc and Z-N-protections of His.