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Table 4 Effect of tannin polymerization, galloylation, and hydroxylation on PRP affinity and precipitation

From: Salivary proline-rich protein may reduce tannin-iron chelation: a systematic narrative review

Reference Method Tannin type Polymerization (1) Galloylation (2) Hydroxylation of the B ring (3)
[50] ESI-MS EgCG, ECG, B2, B2 3-O gallate ↑↑↑ ↑↑
[48] NMR B2, PGG, TGG, PA monomer ↑↑↑ ↑↑ nd
[69] nephelometry B1–9, C1, B2 3-O gallate, E ↑↑↑ ↑↑ nd
[49] NMR PAC as B1, B3, C2 ↑↑↑ ↑↑
[67] ESI-MS B1, B2, B3, B4, C2, C, E, quercetin derivatives ↑↑↑ nd ↑↑
[56] ESI-MS EgCG, ECG, B2, B2 3-O gallate, reserpine ↑↑↑ nd nd
[58] ITC GSE as catechin, epicatechin, epicatechin 3-O gallate ↑↑↑ nd nd
[66] Competitive binding assay 5GG, gallic acid, EGC nd ↑↑↑ nd
  1. NMR Nuclear magnetic resonance imaging, ESI-MS electrospray ionization mass spectrometry, ITC isothermal titration calorimetry; B1, B2, B3, B4, C1: proanthocyanidin B1, B2, B3, B4, C1, PGG pentagalloylglucose, TGG tetragalloylglucose, PAC proanthocyanidin, EgCG epigallocatechin gallate, ECG epigallocatechin, PRP proline rich protein, nd not determined