The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine
Publication type: Journal Article
Publication date: 2001-03-01
Materials Chemistry
General Chemistry
Organic Chemistry
Inorganic Chemistry
Abstract
The synthesis of epimers 6-deoxy-6-[ N - tert -butoxycarbony1-β-alanyl-( S )histidylamino]-β-cyclodextrin and 6-deoxy-6-[ N - tert -butoxycarbonyl-β-alanyl-( R )histidylamino]-β-cyclodextrin is reported. CD and NMR spectroscopy reveals that in aqueous solution these compounds are arranged in a ‘sleeping swan’ like conformation. H bonds between the NH of peptide bonds and the upper rim of CDs stabilize self-inclusion. The chirality of His influences the orientation of the self-included chain in the cavity, thus determining different properties for the two epimers.
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Vecchio G., La Mendola D., Rizzarelli E. The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine // Journal of Supramolecular Chemistry. 2001. Vol. 1. No. 2. pp. 87-95.
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Vecchio G., La Mendola D., Rizzarelli E. The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine // Journal of Supramolecular Chemistry. 2001. Vol. 1. No. 2. pp. 87-95.
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RIS
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TY - JOUR
DO - 10.1016/S1472-7862(01)00012-0
UR - https://doi.org/10.1016/S1472-7862(01)00012-0
TI - The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine
T2 - Journal of Supramolecular Chemistry
AU - Vecchio, Graziella
AU - La Mendola, Diego
AU - Rizzarelli, E.
PY - 2001
DA - 2001/03/01
PB - Elsevier
SP - 87-95
IS - 2
VL - 1
SN - 1472-7862
ER -
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BibTex (up to 50 authors)
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@article{2001_Vecchio,
author = {Graziella Vecchio and Diego La Mendola and E. Rizzarelli},
title = {The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine},
journal = {Journal of Supramolecular Chemistry},
year = {2001},
volume = {1},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/S1472-7862(01)00012-0},
number = {2},
pages = {87--95},
doi = {10.1016/S1472-7862(01)00012-0}
}
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MLA
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Vecchio, Graziella, et al. “The synthesis and conformation of β-cyclodextrins functionalized with enantiomers of Boc-carnosine.” Journal of Supramolecular Chemistry, vol. 1, no. 2, Mar. 2001, pp. 87-95. https://doi.org/10.1016/S1472-7862(01)00012-0.
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