Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics

Srivari Chandrasekhar; Bathini Nagendra Babu; Anabathula Prabhakar; Ambadi Sudhakar; Marepally Srinivasa Reddy; Marelli Udaya Kiran; Bharatam Jagadeesh

doi:10.1039/B518420G

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Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics†

Srivari Chandrasekhar,*^a Bathini Nagendra Babu,^a Anabathula Prabhakar,^b Ambadi Sudhakar,^a Marepally Srinivasa Reddy,^a Marelli Udaya Kiran^b and Bharatam Jagadeesh*^b

Author affiliations

* Corresponding authors

^a Division of Organic Chemical Sciences, Hyderabad, India
E-mail: srivaric@iict.res.in

^b Center for Nuclear Magnetic Resonance, Indian Institute of Chemical Technology, Hyderabad, India
E-mail: bj@iict.res.in
Fax: 91-40-27160512
Tel: 91-40-27193128

Abstract

The oligomers of constrained cis-exo-β-norbornene amino acid were synthesised and characterised by extensive NMR, CD, IR and MD studies. The results showed the formation of both right and left handed consecutive 6-membered hydrogen-bonded strands for [2S,3R] and [2R,3S] enantiomers, respectively.

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Supplementary files

Experimental details, FTIR spectra, Newman projections for the two enantiomers of norbene, ¹H NMR, ¹³C NMR and TOCSY NMR spectra, tables of chemical shifts and coupling constants, solvent titration studies, ROESY expansion results, molecular dynamics calculations, dynamic pictures of 6, 7, 9 and 10 PDF (1556K)

Article information

DOI: https://doi.org/10.1039/B518420G
Article type: Communication
Submitted: 04 Jan 2006
Accepted: 14 Feb 2006
First published: 02 Mar 2006

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Chem. Commun., 2006, 1548-1550

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Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics

S. Chandrasekhar, B. N. Babu, A. Prabhakar, A. Sudhakar, M. S. Reddy, M. U. Kiran and B. Jagadeesh, Chem. Commun., 2006, 1548 DOI: 10.1039/B518420G

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Chemical Communications

Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics†

Abstract

Supplementary files

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Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics

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