Table 1 Binding affinities of receptors 1 and 2 to amino-acid methyl ester hydrochlorides, di- and oligoamines determined by ITC experiments in H2O

From: Glucose-derived receptors for photo-controlled binding of amino acid esters in water

Guesta

Receptor 1

Receptor 2

KaZb

KaE

Inc.c

KaZ

KaE

Inc.

l-Lys

1408 ± 377

463 ± 124

3.0

1251 ± 438

523 ± 129

2.4

l-Arg

1369 ± 225

551 ± 124

2.5

1176 ± 522

488 ± 165

2.4

l-Orn

1562 ± 171

549 ± 75

2.8

1409 ± 483

529 ± 45

2.7

l-Phe

1064 ± 294

833 ± 250

1.3

794 ± 283

826 ± 280

1.0

l-Val

775 ± 312

675 ± 223

1.1

617 ± 209

662 ± 258

0.9

l-Ala

546 ± 187

490 ± 1771

1.1

543 ± 242

476 ± 166

1.1

d-Lys

729 ± 266

367 ± 155

2.0

746 ± 250

418 ± 115

1.8

d-Arg

709 ± 191

492 ± 198

1.4

781 ± 299

392 ± 125

2.0

cadaverine

1655 ± 449

606 ± 189

2.7

1172 ± 312

500 ± 133

2.3

spermidine

1430 ± 117

1794 ± 223

0.8

1490 ± 154

1825 ± 209

0.8

spermine

1752 ± 244

2211 ± 309

0.8

1818 ± 175

2163 ± 202

0.8

  1. aH-AA-OMe x HCl were used as guests; bKa values are reported in M–1; cKa increase for Z- vs E-receptor molecule; Bold font indicates the examples where highest binding selectivity in favour of the Z-isomer was observed.
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