Structural comparison of trehalose anomers; the X-ray crystal structures of αα-(2,3,4-tri-0-methyl-6-methanesulphonyl)glucopyranosyl-1-0-(2' 3' 4'-tri-o-methyl-6'- methanesulphonyl)glucopyranose, and its ββ-isomer

Quantum Mechanics Studies of the Intrinsic Conformation of Trehalose

“…The degree of difference in the conformations of identical molecules in identical environments is instructive. The largest difference is found for the heavily substituted DUHXEJ 11 molecules, about 6°in one torsion angle and 11°in the other. The total separation in φ, φ′ space for trehalose and its dihydrate, DEKYEX and TREHAL01, 18 is similar, about 15°.…”

“…) ,− The lowest value of either φ or φ‘ in crystalline trehalose moieties is 45°, in a salt complex of allo-trehalose . The highest is 91° in a heavily derivatized example . A crystalline complex of trehalose with maltoporin, a cell-wall protein, is an exception, with reported φ and φ‘ values of about 123°.…”

“…(See the paragraph on Nomenclature in Methods, Table 1, and Figure 1.) 4,[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] The lowest value of either φ or φ′ in crystalline trehalose moieties is 45°, in a salt complex of allo-trehalose. 7 The highest is 91°i n a heavily derivatized example.…”

“…7 The highest is 91°i n a heavily derivatized example. 11 A crystalline complex of trehalose with maltoporin, 25 a cell-wall protein, is an exception, with reported φ and φ′ values of about 123°. Estimates have also been made by NMR 26 and optical rotation.…”

The crystal structures of 3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-6-O-triphenylmethyl-α-D-glucofuranose and its azide displacement product

“…2002), dimesylates (Adiwidjaja et al, 2000;Armishaw et al, 1996;Brown et al, 1986;Craythorne et al, 2009) and a trimesylate (Voss et al, 2016).…”