α d glucose pentaacetate

The following reagents were used as received: N,N-dimethyl formamide (DMF), chloroform (CHCl₃), ethyl acetate (EtOAc), n-hexane, sodium sulfate (Na₂SO₄), methanol (MeOH), methylene chloride (CH₂Cl₂), sodium bicarbonate (NaHCO₃), sodium hydroxide (NaOH), N,N,N′,N′-tetramethyl-O-(benzotriazol-1-yl) uronium hexafluorophosphate (Kanto Chemical Co., Inc., Tokyo, Japan), N-ethyl-N-(1-methylethyl)propan-2-amine (Wako Co., Tokyo, Japan), stearylamine, silver (I) carbonate, N,N′-dicyclohexyl carbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) (Kishida Chemical Co., Oshaka, Japan), di-tert-butyl-dicarbonate (TCI Co., Tokyo, Japan), hydrobromic acid (acetic acid solution) (Merck KGaA Co., Tokyo, Japan), α-d-cellobiose octaacetate, α-d-Glucose pentaacetate, ethyl 6-hydroxy hexanoate, dimethyl sulfoxide (DMSO), and deuterated solvents (CDCl3, DMSO-d₆ and D₂O) (Sigma-Aldrich, St. Louis, MO, USA). N,N-diisopropyl ethylamine (DIEA) were purchased from Wako Pure Chemical Industry Co., Inc. (Tokyo, Japan). Di-Boc-lysine (2) was synthesized according to the previous literature [24 (link)].

1-Pyrenecarboxaldehyde 99%, Selenium powder, 99.99% trace metal basis, hexamethyldisilazane (HMDS), reagent grade, ≥99%, α-d(+)-glucose pentaacetate 99%, β-d-ribofuranose 1,2,3,5-tetraacetate, and acetobromo-α-d-glucose were purchased from Sigma-Aldrich. Acetobromo-α-d-xylose, stabilized with 2.5% CaCO₃, α-d-Galactose pentaacetate 98%, d-glucono-1,5-lactone and d-glucoheptonic acid-1,4-lactone from Biosynth Carbosynth^® (Manchester, UK). acetobromo-α-d-lactose 95% by HPLC, from Creative Biolabs (Shirley, NY, USA). Diethylgalactarate from Bench Chemical, (Huangshan, China). Brine shrimp eggs were obtained from the UniAqua Laboratory in Naawan (Misamis Oriental, Philippines), as a gift sample for cytotoxicity.