Table 2 Diagnostic 13C and 1H chemical shifts (ppm) of sulfo-sialic acid analogues compared to the corresponding phosphonic acids4, and carboxylic acids20.

From: Synthesis of Sulfo-Sialic Acid Analogues: Potent Neuraminidase Inhibitors in Regards to Anomeric Functionality

 

C-1 Anomeric

C-2

H-1 Anomeric

H-2ax

H-2eq

H-5

Solvent

7a

87.0

36.4

4.28

1.79

2.45

3.63

CD3OD

7b

86.7

34.3

4.70

1.92

2.62

4.25

CD3OD

eqPO3H

73.6

36.2

3.75

1.70

2.24

3.49

CD3OD

axPO3H

71.9

34.4

4.25

1.94

2.36

3.93

CD3OD

eqCO2H*

76.8

37.8

3.87

1.56

2.36

3.58

D2O

axCO2H*

74.8

35.2

4.44

1.87

2.56

3.62

D2O

  1. *Sialic acid numbering has been changed to assign the anomeric position as 1.
Back to article page