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. Author manuscript; available in PMC: 2018 May 3.
Published in final edited form as: J Am Chem Soc. 2017 Apr 21;139(17):6210–6216. doi: 10.1021/jacs.7b01929

Table 1.

Chemical shifts (ppm) of free Man3 and CV-N-bound Man3

H1 H2 H3 H4 H5 H6a, H6b OMe
C1 C2 C3 C4 C5 C6
Man′ Free 5.02 4.04 3.81 3.61 3.73 3.72, 3.87
104.9 72.8 73.2 69.6 76.0 63.9
Bound 4.63 4.31 3.53 3.47 3.77 3.62, 3.89
106.4 70.9 73.4 70.4 76.0 64.3
Δδa −0.39 0.27 −0.28 −0.14 0.05 −0.10, 0.02
1.5 −1.9 0.2 0.8 0.0 0.4

Man″ Free 5.26 4.08 3.93 3.65 3.73 3.72, 3.87
103.3 81.2 72.8 69.8 76.0 63.9
Bound 5.45 3.77 4.22 3.55 3.95 3.66, 3.90
103.5 83.6 73.7 71.6 74.4 64.5
Δδa 0.19 −0.31 0.29 −0.11 0.23 −0.06, 0.03
0.1 2.5 0.9 1.8 −1.6 0.6

Man Free 4.95 3.91 3.84 3.64 3.57 3.75, 3.87 3.37
102.0 81.4 73.0 69.9 75.3 63.8 57.6
Bound 5.17 3.81 3.84 3.58 3.50 3.45, 3.70 3.42
101.0 84.0 72.8 71.7 75.2 64.9 57.7
Δδa 0.22 −0.09 0.01 −0.06 −0.07 −0.30, −0.17 0.05
−1.0 2.6 −0.2 1.8 −0.1 1.2 0.1
a

Δδ = δbound − δfree