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Poly‐γ‐S‐perillyl‐l‐glutamate and Poly‐γ‐S‐perillyl‐D‐glutamate: Diastereomeric Alignment Media Used for the Investigation of the Alignment Process

Alcaraz Janßen, Marcel ; Thiele, Christina M. (2024)
Poly‐γ‐S‐perillyl‐l‐glutamate and Poly‐γ‐S‐perillyl‐D‐glutamate: Diastereomeric Alignment Media Used for the Investigation of the Alignment Process.
In: Chemistry – A European Journal, 2020, 26 (35)
doi: 10.26083/tuprints-00015638
Artikel, Zweitveröffentlichung, Verlagsversion

Es ist eine neuere Version dieses Eintrags verfügbar.

URL / URN: https://tuprints.ulb.tu-darmstadt.de/15638

Kurzbeschreibung (Abstract)

Residual dipolar couplings (RDCs) offer additional information for structure elucidation by NMR spectroscopy. They are measured in anisotropic media, such as lyotropic liquid crystalline phases of polypeptides. Today, some suitable polypeptides are known. Nevertheless, structural influences of these polypeptides on the alignment properties are not really understood. Thus, which influence a chiral side chain has on enantiodiscrimination and whether we can improve the enantiodifferentiation significantly by adding an additional chiral center in the side chain are questions of interest. Therefore, new diastereomeric polypeptide‐based alignment media with an additional chiral center in the side chain derived from perillyl alcohol were synthesized and their properties were investigated (secondary structure, liquid crystallinity, etc.). The enantiomers of isopinocampheol and β‐pinene were used as model analytes for the study of enantiodiscrimination. Additionally, the usage of ¹H–¹H‐RDCs to improve the alignment tensor quality is demonstrated.

Typ des Eintrags:

Artikel

Erschienen:

2024

Autor(en):

Alcaraz Janßen, Marcel ; Thiele, Christina M.

Art des Eintrags:

Zweitveröffentlichung

Titel:

Poly‐γ‐S‐perillyl‐l‐glutamate and Poly‐γ‐S‐perillyl‐D‐glutamate: Diastereomeric Alignment Media Used for the Investigation of the Alignment Process

Sprache:

Englisch

Publikationsjahr:

23 Januar 2024

Ort:

Darmstadt

Publikationsdatum der Erstveröffentlichung:

2020

Ort der Erstveröffentlichung:

Weinheim

Verlag:

Wiley-VCH

Titel der Zeitschrift, Zeitung oder Schriftenreihe:

Chemistry – A European Journal

Jahrgang/Volume einer Zeitschrift:

(Heft-)Nummer:

DOI:

10.26083/tuprints-00015638

URL / URN:

https://tuprints.ulb.tu-darmstadt.de/15638

Zugehörige Links:

Verlags-DOI

Herkunft:

Zweitveröffentlichung DeepGreen

Kurzbeschreibung (Abstract):

Alternatives oder übersetztes Abstract:

Alternatives Abstract

Sprache

Influences on enantiodifferentiation: The influence of an additional chiral center in the side chain of a polypeptide-based alignment medium was investigated. Therefore, new diastereomeric alignment media were synthesized and the enantiomers of IPC and β-pinene were used as analytes. The results are unexpected. Furthermore, ¹H–¹H‐RDCs (residual dipolar couplings) are used to improve the quality of alignment tensors.

Englisch

Freie Schlagworte:

alignment medium, chirality, NMR spectroscopy, peptides, polymers

Status:

Verlagsversion

URN:

urn:nbn:de:tuda-tuprints-156387

Sachgruppe der Dewey Dezimalklassifikatin (DDC):

500 Naturwissenschaften und Mathematik > 540 Chemie

Fachbereich(e)/-gebiet(e):

07 Fachbereich Chemie
07 Fachbereich Chemie > Clemens-Schöpf-Institut > Fachgebiet Organische Chemie

Hinterlegungsdatum: