Synlett 2020; 31(05): 434-438
DOI: 10.1055/s-0039-1690776
synpacts
© Georg Thieme Verlag Stuttgart · New York

Self-Assembling l-d-l-Tripeptides Dance the Twist

Maria C. Cringoli
a   University of Trieste, Via L. Giorgieri 1, 34127 Trieste, Italy   Email: rdezorzi@units.it   Email: smarchesan@units.it
,
Ottavia Bellotto
a   University of Trieste, Via L. Giorgieri 1, 34127 Trieste, Italy   Email: rdezorzi@units.it   Email: smarchesan@units.it
,
Rita De Zorzi∗
a   University of Trieste, Via L. Giorgieri 1, 34127 Trieste, Italy   Email: rdezorzi@units.it   Email: smarchesan@units.it
,
Attilio V. Vargiu∗
b   University of Cagliari, Cittadella Universitaria, S.P. 8 km. 0.700, 09042 Monserrato (CA), Italy   Email: vargiu@dsf.unica.it
,
Silvia Marchesan  ∗
a   University of Trieste, Via L. Giorgieri 1, 34127 Trieste, Italy   Email: rdezorzi@units.it   Email: smarchesan@units.it
› Author AffiliationsS.M. acknowledges funding from the Italian Ministry of Education and Research (MIUR) through the SIR program (Grant No. RBSI14A7PL, HOT-SPOT project).
Further Information

Publication History

Received: 11 November 2019

Accepted after revision: 02 December 2019

Publication Date:
03 January 2020 (online)

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Published as part of the Special Section 11th EuCheMS Organic Division Young Investigator Workshop

Abstract

Minimalistic peptides composed of d- and l-amino acids are attractive building blocks for functional supramolecular materials, including catalysts. d-Amino acids have long been known to promote turn conformations in peptides, yet unexpected twists continue to emerge on their effects on self-assembly. The combination of single-crystal X-ray diffraction and full-atom molecular dynamics have finally unraveled fine details of how l-d-l-tripeptides visit different conformations in solution and establish key interactions in supramolecular structures.

Key words

peptides - self-assembly - chirality - d-amino acids - hydrogels
 

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