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. 2020 Jan 29;5(5):2406–2418. doi: 10.1021/acsomega.9b03918

Table 2. Result of Sequential Extraction and Isomerization Using Naphthalne-2-boronic Acid as the Complexing Agent.

  aq. phase isomerizationa
org. extractionb
 
run [Glu]0 [Fru]0 [Man]0 [Psi]0 [Glu] [Fru] [Man] [Psi] RFru (%) RMan (%) RPsi (%) RGlu (%) total RFru (%) total RGlu (%) overall isomerization YFruc (%)
I 100 0 0 0 55 30 4.93 4.3 24.19 15.52 33.01 2.59      
                  14.52 11.82 24.88 3.19      
                  14.43 10.29 12.44 3.97      
                  7.67 8.57 10.37 4.47 60.82 14.23 30
II 88 12   0 54 32 4.93 4.12 21.56 13.91 25.37 2.44      
                  14.73 10.78 17.55 3.09      
                  11.28 5.58 12.56 3.96      
                  9.40 7.92 9.18 5.37 58.79 18.84 53
III 85 15 0 0 52 34 4.93 4.3 21.56 13.91 21.56 1.96      
                  18.07 10.78 15.65 2.98      
                  11.06 5.58 12.30 3.86      
                  9.40 7.92 9.18 4.07 57.20 23.33 75
a

Isomerization conditions: 6% spermine dose at 100 °C for 15 min.

b

Extraction conditions: 2 mL of solution containing 3% mol of spermine, fructose and glucose (aqueous phase), and 2 mL of solution containing 0.1 M NBA, 0.4 M Aliquat 336, 1-octanol (organic phase) were shaken together for 1 h at room temperature. Rx (calculated as the difference in the concentration of monosugar before and after extraction) and Yx is the yield of sugars, where x can be glucose, fructose, mannose, and psicose.