Mannac

ManNAc, CTP (95% purity; 5% CDP) and CMP (both disodium salts), CMP‐Neu5Ac, Neu5Ac, and 3SL were from Carbosynth (Compton, Berkshire, UK). PYR, PEP (both sodium salts), 2‐nitrophenyl‐β‐d‐galactopyranoside (oNP‐Gal) and lactose (monohydrate) were from Sigma Aldrich/Fluka (Vienna, Austria). Q5® High‐Fidelity DNA polymerase, dNTPs, calf intestine alkaline phosphatase (CIP) were from New England Biolabs (Frankfurt am Main, Germany). All other chemicals were of reagent grade from Sigma Aldrich/Fluka or Roth (Karlsruhe, Germany).

ABDV was from Wako Chemicals GmbH (Neuss,
Germany). EGDMA and ARS were from Acros Organics. 4-Vinylphenylboronic
acid (FM3), ammonium hydrogen difluoride (NH₄HF₂), acetic acid, acetic anhydride, phenol, ammonium acetate, formic
acid, dimethylformamide (DMF), dry methanol (MeOH), DMSO-d₆, and methanol-d₄ (CD₃OD) were
from VWR chemicals. All solvents for high-performance liquid chromatography
(HPLC) analysis were of HPLC grade and were purchased from VWR. 2-Aminoethyl
methacrylate hydrochloride (FM2) was received from Polysciences. Amino-functionalized
macroporous silica beads (NH₂@SiO₂) with an
average particle size of 30 μm, a surface area (S) of 45 m²g^–1, an average pore diameter (D_p) of 47.5 nm, and a pore volume (V_p) of 0.81 mL/g were purchased from Fuji Silysia Chemical Ltd.
(Kozojicho, Kasugai Aichi, Japan). Monosaccharides Glc, galactose
(Gal), Fru, and TBA hydroxide (TBA–OH) 1 M in methanol were
obtained from Sigma-Aldrich. D-GlcA was received
from Fluka. N-Acetylneuraminic acid, N-glycolylneuraminic acid (Neu5Gc), GalNAc, ManNac, 2,6′-sialyllactose
sodium salt (6SL), and 2,3′-sialyllactose sodium salt (3SL)
were purchased from Carbosynth Ltd. (UK).
EGDMA was passed through
a column of activated basic alumina to remove the inhibitor and stored
at −20 °C before polymerization. N-3,5-Bis(trifluoromethyl)-phenyl-N′-4-vinylphenylurea (FM1) was synthesized as previously
reported.^{33 (link)}