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Zhang, Wenhui, Oliver, Allen G., Vu, Henry M., Duman, John G., Serianni, Anthony S. (2012) Methyl 4-O-β-D-mannopyranosyl β-D-xylopyranoside. Acta Crystallographica Section C Crystal Structure Communications, 68 (12) doi:10.1107/s0108270112046689

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Reference TypeJournal (article/letter/editorial)
TitleMethyl 4-O-β-D-mannopyranosyl β-D-xylopyranoside
JournalActa Crystallographica Section C Crystal Structure Communications
AuthorsZhang, WenhuiAuthor
Oliver, Allen G.Author
Vu, Henry M.Author
Duman, John G.Author
Serianni, Anthony S.Author
Year2012 (December 1)Volume68
Issue12
PublisherInternational Union of Crystallography (IUCr)
DOIdoi:10.1107/s0108270112046689Search in ResearchGate
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Mindat Ref. ID191509Long-form Identifiermindat:1:5:191509:3
GUID0
Full ReferenceZhang, Wenhui, Oliver, Allen G., Vu, Henry M., Duman, John G., Serianni, Anthony S. (2012) Methyl 4-O-β-D-mannopyranosyl β-D-xylopyranoside. Acta Crystallographica Section C Crystal Structure Communications, 68 (12) doi:10.1107/s0108270112046689
Plain TextZhang, Wenhui, Oliver, Allen G., Vu, Henry M., Duman, John G., Serianni, Anthony S. (2012) Methyl 4-O-β-D-mannopyranosyl β-D-xylopyranoside. Acta Crystallographica Section C Crystal Structure Communications, 68 (12) doi:10.1107/s0108270112046689
In(2012, December) Acta Crystallographica Section C Crystal Structure Communications Vol. 68 (12) International Union of Crystallography (IUCr)
Abstract/NotesMethyl β-D-mannopyranosyl-(1→4)-β-D-xylopyranoside, C12H22O10, (I), crystallizes as colorless needles from water, with two crystallographically independent molecules, (IA) and (IB), comprising the asymmetric unit. The internal glycosidic linkage conformation in molecule (IA) is characterized by a φ′ torsion angle (O5′Man—C1′Man—O1′Man—C4Xyl; Man is mannose and Xyl is xylose) of −88.38 (17)° and a ψ′ torsion angle (C1′Man—O1′Man—C4Xyl—C5Xyl) of −149.22 (15)°, whereas the corresponding torsion angles in molecule (IB) are −89.82 (17) and −159.98 (14)°, respectively. Ring atom numbering conforms to the convention in which C1 denotes the anomeric C atom, and C5 and C6 denote the hydroxymethyl (–CH2OH) C atom in the β-Xylpand β-Manpresidues, respectively. By comparison, the internal glycosidic linkage in the major disorder component of the structurally related disaccharide, methyl β-D-galactopyranosyl-(1→4)-β-D-xylopyranoside), (II) [Zhang, Oliver & Serriani (2012).Acta Cryst.C68, o7–o11], is characterized by φ′ = −85.7 (6)° and ψ′ = −141.6 (8)°. Inter-residue hydrogen bonding is observed between atoms O3Xyland O5′Manin both (IA) and (IB) [O3Xyl...O5′Maninternuclear distances = 2.7268 (16) and 2.6920 (17) Å, respectively], analogous to the inter-residue hydrogen bond detected between atoms O3Xyland O5′Galin (II). Exocyclic hydroxymethyl group conformation in the β-Manpresidue of (IA) isgauche–gauche, whereas that in the β-Manpresidue of (IB) isgauche–trans.


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