Angewandte
Communications
Chemie
[9] For recent examples, see: a) P. Rios, T. S. Carter, T. J. Mooi-
Keywords: carbohydrates · dendrimers · molecular recognition ·
broek, M. P. Crump, M. Lisbjerg, M. Pittelkow, N. T. Supekar,
G.-J. Boons, A. P. Davis, Angew. Chem. Int. Ed. 2016, 55, 3387;
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Solvas, R. L. Harniman, C. M. Renney, T. S. Carter, M. P.
Crump, A. P. Davis, Nat. Chem. 2016, 8, 69; c) H. Destecroix,
C. M. Renney, T. J. Mooibroek, T. S. Carter, P. F. N. Stewart,
M. P. Crump, A. P. Davis, Angew. Chem. Int. Ed. 2015, 54, 2057;
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Crump, A. P. Davis, Nat. Chem. 2012, 4, 718.
receptors · supramolecular chemistry
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[10] As commonly observed for proteins; see, for example: K. L.
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[12] For further details, see the Supporting Information.
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[16] Conditions were chosen to minimize ionic strength and max-
imize electrostatic interactions (see the Supporting Informa-
tion). As expected, binding constants are lowered by the
addition of salts.
[17] P. Thordarson, Chem. Soc. Rev. 2011, 40, 1305.
[18] The proportion of carbohydrate bound is highest early in the
titration.
[19] Binding-constant measurements based on receptor properties
(fluorescence, receptor NMR signals) should give average values
for the two anomers; for a discussion, see: N. P. Barwell, M. P.
Crump, A. P. Davis, Angew. Chem. Int. Ed. 2009, 48, 7673;
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À
[6] An alternative strategy is to employ covalent B O bonds; see,
for example, Ref. [1b] and T. D. James, M. D. Phillips, S. Shinkai,
Boronic Acids in Saccharide Recognition, RSC, Cambridge,
2006.
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[21] The corresponding tetracosaamine precursor to 16 was also
studied. However, partial protonation of the amino groups
resulted in broadened spectra, which could not be interpreted.
[22] As the affinities for 16 + uncharged monosaccharides were
quantified by just one technique, they should be seen as
tentative.
Received: March 29, 2016
Published online: && &&, &&&&
Angew. Chem. Int. Ed. 2016, 55, 1 – 6
ꢀ 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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