{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T09:08:05Z","timestamp":1785402485070,"version":"3.56.0"},"reference-count":15,"publisher":"International Union of Crystallography (IUCr)","issue":"7","license":[{"start":{"date-parts":[[2024,6,28]],"date-time":"2024-06-28T00:00:00Z","timestamp":1719532800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2024,6,28]],"date-time":"2024-06-28T00:00:00Z","timestamp":1719532800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"funder":[{"name":"National Science Foundation, Chemistry of Life Processes","award":["CHE-1707660"],"award-info":[{"award-number":["CHE-1707660"]}]},{"name":"National Science Foundation, Chemistry of Life Processes","award":["CHE-2002625"],"award-info":[{"award-number":["CHE-2002625"]}]},{"name":"National Science Foundation, Major Research Instrumentation","award":["CHE-2214606"],"award-info":[{"award-number":["CHE-2214606"]}]}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Struct Chem","Acta Crystallogr C","Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst C Struct Chem","Acta Cryst Sect C","Acta Cryst Sect C Struct Chem","Acta Crystallogr Sect C","Acta Crystallogr Sect C Struct Chem","Acta Crystallogr Sect C Cryst Struct Commun"],"accepted":{"date-parts":[[2024,5,31]]},"published-print":{"date-parts":[[2024,7,1]]},"abstract":"<jats:p>\n                    Methyl 2-acetamido-2-deoxy-\u03b2-D-glucopyranosyl-(1\u21924)-2-acetamido-2-deoxy-\u03b2-D-glucopyranoside (methyl \u03b2-chitobioside), (IV), crystallizes from aqueous methanol at room temperature to give a structure (C\n                    <jats:sub>17<\/jats:sub>\n                    H\n                    <jats:sub>30<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>22<\/jats:sub>\n                    \u00b7CH\n                    <jats:sub>3<\/jats:sub>\n                    OH) containing conformational disorder in the exocyclic hydroxymethyl group of one of its \u03b2GlcNAc residues. As observed in other X-ray structures of disaccharides containing \u03b2-(1\u21924)\n                    <jats:italic>O<\/jats:italic>\n                    -glycosidic linkages, inter-residue hydrogen bonding between O3H of the \u03b2GlcNAc bearing the OCH\n                    <jats:sub>3<\/jats:sub>\n                    aglycone and O5 of the adjacent \u03b2GlcNAc is observed based on the 2.79\u2005\u00c5 internuclear distance between the O atoms. The structure of (IV) was compared to that determined previously for 2-acetamido-2-deoxy-\u03b2-D-glucopyranosyl-(1\u21924)-2-acetamido-2-deoxy-\u03b2-D-glucopyranose (\u03b2-chitobiose), (III). The\n                    <jats:italic>O<\/jats:italic>\n                    -glycosidic linkage torsion angles,\n                    <jats:italic>phi<\/jats:italic>\n                    (\u03d5) and\n                    <jats:italic>psi<\/jats:italic>\n                    (\u03c8), in (III) and (IV) differ by 6\u20138\u00b0. The\n                    <jats:italic>N<\/jats:italic>\n                    -acetyl side chain conformation in (III) and (IV) shows some context dependence, with the C1\u2014C2\u2014N\u2014C\n                    <jats:sub>car<\/jats:sub>\n                    torsion angle 10\u201315\u00b0 smaller for the \u03b2GlcNAc residue involved in the internal\n                    <jats:italic>O<\/jats:italic>\n                    -glycosidic linkage. In (IV), conformational disorder is observed in the exocyclic hydroxymethyl (\u2013CH\n                    <jats:sub>2<\/jats:sub>\n                    OH) group in the \u03b2GlcNAc residue bearing the OCH\n                    <jats:sub>3<\/jats:sub>\n                    aglycone, and a fitting of the electron density indicates an approximate 50:50 distribution of the\n                    <jats:italic>gauche<\/jats:italic>\n                    \u2013\n                    <jats:italic>gauche<\/jats:italic>\n                    (\n                    <jats:italic>gg<\/jats:italic>\n                    ) and\n                    <jats:italic>gauche<\/jats:italic>\n                    \u2013\n                    <jats:italic>trans<\/jats:italic>\n                    (\n                    <jats:italic>gt<\/jats:italic>\n                    ) conformers in the lattice. Similar behavior is not observed in (III), presumably due to the different packing structure in the vicinity of the \u2013CH\n                    <jats:sub>2<\/jats:sub>\n                    OH substituent that affects its ability to hydrogen bond to proximal donors\/acceptors. Unlike (IV), a re-examination of the previously reported electron density of (III) revealed conformational disorder in the\n                    <jats:italic>N<\/jats:italic>\n                    -acetyl side chain attached to the reducing-end \u03b2GlcNAc residue caused by rotation about the C2\u2014N bond.\n                  <\/jats:p>","DOI":"10.1107\/s2053229624005199","type":"journal-article","created":{"date-parts":[[2024,6,6]],"date-time":"2024-06-06T02:37:02Z","timestamp":1717641422000},"page":"331-336","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":1,"title":["Conformational disorder in the crystal structure of methyl 2-acetamido-2-deoxy-\u03b2-\n                    <scp>D<\/scp>\n                    -glucopyranosyl-(1\u21924)\u20132-acetamido-2-deoxy-\u03b2-\n                    <scp>D<\/scp>\n                    -glucopyranoside (methyl \u03b2-chitobioside) methanol monosolvate"],"prefix":"10.1107","volume":"80","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0716-5356","authenticated-orcid":true,"given":"Pradip","family":"Shit","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0004-6810-1745","authenticated-orcid":true,"given":"Timothy","family":"Tetrault","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wenhui","family":"Zhang","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mi-Kyung","family":"Yoon","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0511-1127","authenticated-orcid":true,"given":"Allen G.","family":"Oliver","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6114-1446","authenticated-orcid":true,"given":"Anthony S.","family":"Serianni","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00mkhxb43","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2024,6,28]]},"reference":[{"key":"dg3055_bb1","unstructured":"Bruker (2023). 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