Über die Anhydride von α‐Amino‐
            <i>N</i>
            ‐carbonsäuren und die von α‐Aminosäuren

Leuchs, Hermann; Geiger, Walter

doi:10.1002/cber.19080410232

Cited by 115 publications

(37 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…First, we synthesized polypeptoids by nucleophilic living ring-opening polymerization and characterized the obtained polymers with 1 H NMR spectroscopy, MALDI-ToF mass spectrometry and gel permeation chromatography. Afterwards, thermal properties of the different polypeptoids have been investigated by thermogravimetric analysis (TGA) and differential scanning calorimetry.…”

Section: Discussionmentioning

confidence: 99%

See 1 more Smart Citation

Thermal Properties of Aliphatic Polypeptoids

Fetsch

Luxenhofer

2013

Polymers

View full text Add to dashboard Cite

A series of polypeptoid homopolymers bearing short (C 1 -C 5 ) side chains of degrees of polymerization of 10-100 are studied with respect to thermal stability, glass transition and melting points. Thermogravimetric analysis of polypeptoids suggests stability to >200 °C. The study of the glass transition temperatures by differential scanning calorimetry revealed two dependencies. On the one hand an extension of the side chain by constant degree of polymerization decrease the glass transition temperatures (T g ) and on the other hand a raise of the degree of polymerization by constant side chain length leads to an increase of the T g to a constant value. Melting points were observed for polypeptoids with a side chain comprising not less than three methyl carbon atoms. X-ray diffraction of polysarcosine and poly(N-ethylglycine) corroborates the observed lack of melting points and thus, their amorphous nature. Diffractograms of the other investigated polypeptoids imply that crystalline domains exist in the polymer powder.

show abstract

Section: Discussionmentioning

confidence: 99%

“…At the beginning of the 20th century Leuchs [1][2][3] discovered by chance a synthesis of α-amino acid N-carboxy anhydrides (NCAs), also known as Leuchs anhydrides. Subsequently, this class of molecules would be applied for the ring-opening polymerization to obtain synthetic polypeptides.…”

Section: Introductionmentioning

confidence: 99%

Thermal Properties of Aliphatic Polypeptoids

Fetsch

Luxenhofer

2013

Polymers

View full text Add to dashboard Cite

show abstract

“…The ROP of NCAs has already been used for the synthesis of polypeptides with various applications that range from drug delivery systems [68], tissue engineering [69], sensing [70] to catalysis [71]. The first NCA [72][73][74] were synthesised by Leuchs in 1906. Since then, a plethora of polypeptides has been created due to the variety of natural and non-natural amino acids and the versatility of the polymerisation method, as it has been reviewed in the following excellent literature [48][49][50].…”

Section: Ring-opening Polymerisation (Rop) Of α-Amino Acid N-carboxyamentioning

confidence: 99%

Peptide-Based Polymer Therapeutics

2014

View full text Add to dashboard Cite

Abstract:Polypeptides are envisaged to achieve a major impact on a number of different relevant areas such as biomedicine and biotechnology. Acquired knowledge and the increasing interest on amino acids, peptides and proteins is establishing a large panel of these biopolymers whose physical, chemical and biological properties are ruled by their controlled sequences and composition. Polymer therapeutics has helped to establish these polypeptide-based constructs as polymeric nanomedicines for different applications, such as disease treatment and diagnostics. Herein, we provide an overview of the advantages of these systems and the main methodologies for their synthesis, highlighting the different polypeptide architectures and the current research towards clinical applications.

show abstract

“…In den Jahren 1906, 1907 und 1908 veröffentlichte Hermann Leuchs drei Publikationen, [1][2][3] in denen Herstellung, Eigenschaften und Polymerisation von NCAs (1) (Schema 1) beschrieben wurden -lange Zeit nach ihrem Erfinder auch Leuchssche Anhydride genannt. Leuchs entdeckte diese Aminosäurederivate durch Zufall bei Versuchen, N-Ethoxycarbonyl-oder N-Methoxycarbonylaminosäurechloride zu destillieren.…”

Section: Introductionunclassified

Polypeptide und 100 Jahre Chemie der α‐Aminosäure‐N‐carboxyanhydride

Kricheldorf

2006

Angewandte Chemie

View full text Add to dashboard Cite

Synthese und Polymerisation von α‐Aminosäure‐N‐carboxyanhydriden (NCAs) wurden erstmals im Jahre 1906 von Herrmann Leuchs beschrieben. Seit dieser Zeit wurden diese cyclischen, sehr reaktiven α‐Aminosäurederivate mehrfach zur schrittweisen Peptidsynthese eingesetzt, sie wurden aber vor allem zur Herstellung von Polypeptiden durch ringöffnende Polymerisation (ROP) verwendet. Es werden nun neue Aspekte der ringöffnenden Polymerisation diskutiert, z. B. die Verwendung neuartiger metallorganischer Initiatoren oder die Entstehung cyclischer Polypeptide. Des Weiteren werden Architekturen wie Diblock‐, Triblock‐ und Multiblockcopolymere sowie sternförmige oder hochverzweigte Polypeptide vorgestellt. Ferner werden lyotrope und thermotrope Polypeptide sowie die Verwendung von Polypeptiden als Pharmaka oder Pharmakaträger besprochen. Schließlich wird die Rolle von NCAs im Konzept der molekularen Evolution diskutiert.

show abstract

Über die Anhydride von α‐Amino‐ N ‐carbonsäuren und die von α‐Aminosäuren

Cited by 115 publications

References 5 publications

Thermal Properties of Aliphatic Polypeptoids

Thermal Properties of Aliphatic Polypeptoids

Peptide-Based Polymer Therapeutics

Polypeptide und 100 Jahre Chemie der α‐Aminosäure‐N‐carboxyanhydride

Contact Info

Product

Resources

About