International Journal of Polymer Science

Research Article

Sulfated Alkyl Glucopyranans with Potent Antiviral Activity Synthesized by Ring-Opening Copolymerization of Anhydroglucose and Alkyl Anhydroglucose Monomers

Table 4

Apparent kinetic results^a and DLS measurements^b of 3-O-octadecyl(16)--D-glucopyranans in the presence or absence of poly-L-lysine.


Number	Proportion of 3-O-octadecyl group		DS^d				Poly-L-lysine^c
				Kinetic result			Present		Absent
							Particle size		Particle size
	mol%	×10³		1/Ms	1/s	M	nm	mV	nm	mV

1	2.8	5.1	1.03	8.1 × 10⁴	3.7 × 10⁻⁴	4.6 × 10⁻⁹	181.9 ± 50.6	−24.44	69.6 ± 19.8	−30.61
2	2.8	4.3	0.75	4.9 × 10⁴	3.3 × 10⁻⁴	6.8 × 10⁻⁹	147.6 ± 45.8	−18.10	81.1 ± 0.0	−18.43
3	2.8	5.1	1.02	8.0 × 10⁴	3.1 × 10⁻⁴	3.9 × 10⁻⁹	129.4 ± 31.9	−15.91	63.1 ± 12.3	−18.27
4	4.7	2.5	0.55	6.8 × 10⁴	1.0 × 10⁻³	1.6 × 10⁻⁸	91.3 ± 35.1	−16.15	47.4 ± 6.6	−18.0
5^e	6.7	—	0.57	6.6 × 10⁴	1.1 × 10⁻³	1.5 × 10⁻⁸	56.9 ± 42.4	−5.14	46.6 ± 5.9	−9.95
6	15.7	5.5	0.52	4.3 × 10⁴	4.2 × 10⁻³	1.0 × 10⁻⁸	64.2 ± 20.5	−14.23	63.0 ± 22.8	−20.09

Dextran sulfate^f		8.5	2.1	29.0 × 10⁴	1.9 × 10⁻⁴	0.7 × 10⁻⁹	161.2 ± 42.9	−11.87	50.3 ± 9.5	−4.67

Sulfated 3-O-octadecyl(16)--D-glucopyranans were injected 90 L for 180 s at a flow rate of a HBS-EP running buffer (pH = 7.4) at 25°C and then the running buffer was further flowed for 600 s. Concentrations of 3-O-octadecyl(16)--D-glucopyranans were 500, 250, 125, 62.5, and 31.3 g/mL, respectively. CM5 sensor chip immobilized poly-L-lysine was used.
^bThe particle size (nm) and zeta potential (mV) of the sulfated 3-O-octadecyl(16)--D-glucopyranans in the presence or absence of poly-L-lysine were determined at 25°C by a dynamic light scattering measurement in phosphate buffer solution (pH = 7.4) at a concentration of 1 mg/mL or 0.5 mg/mL. Before measuring, all samples were subjected to ultrasonication for 5 min.
^cCommercially available poly-L-lysine (1 mg/mL or 0.5 mg/mL) with the molecular weight of 1000–5000 was used. The particle size and zeta potential were 40.7 ± 6.9 nm and +0.41 mV, respectively.
^dDegree of sulfation was calculated from the results of the elemental analysis.
^eSoluble part in phosphate buffer (pH = 7.4) was measured.
^fStandard dextran sulfate with = 8.5 × 10³ was used.