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. Author manuscript; available in PMC: 2018 Feb 1.
Published in final edited form as: Org Biomol Chem. 2017 Feb 1;15(5):1222–1227. doi: 10.1039/c6ob02603f

Table 1.

Alkaline Smith degradation of different synthetic oligosaccharides.

Entry Substrates Productsa
1 GlcNAc-GlcA-(GlcNAc-GlcA)5-GlcNAc-GlcA-pNP Monosaccharide-R
2 GlcNS-GlcA-(GlcNS-GlcA)5-GlcNS-GlcA-pNP Monosaccharide-R
3 GlcNS6S-GlcA-(GlcNS6S-GlcA)5-GlcNS6S-GlcA-pNP Monosaccharide-R
4 GlcNS-GlcA-GlcNS-IdoA-GlcNS-GlcA-pNP Monosaccharide-R
5 GlcNS6S-GlcA-GlcNS6S3S-IdoA-GlcNS6S-GlcA-pNP Monosaccharide-R
6 GlcNS6S-GlcA-(GlcNS6S-IdoA2S)5-GlcNS6S-GlcA-pNP Undecassaccharide-Rb
7 GlcNS6S-GlcA-(GlcNS6S-IdoA2S)7-GlcNS6S-GlcA-pNP Pentadecasaccharide-Rb
8 GlcNS-GlcA-(GlcNS-IdoA2S)7-GlcNS-GlcA-pNP Pentadecassaccharide-Rb
a

R=C4H3O3 (see 5 in Scheme 2 for structure of aglycone).

b

Confirmed by LC-MS (see Supplemental Information).