2-乙酰氨基-2-脱氧-3-O-β-D-吡喃半乳糖基-D-葡萄糖二水合物
2-Acetamido-2-de-oxy-3-O-β-d-galactopyranosyl-d-glucose dihydrate.
作者信息
Wada Masahisa, Kobayashi Kayoko, Nishimoto Mamoru, Kitaoka Motomitsu, Noguchi Keiichi
出版信息
Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 4;65(Pt 8):o1781-2. doi: 10.1107/S1600536809024775.
Abstract
In the title compound, C(14)H(25)NO(11)·2H(2)O, the primary hydroxyl group connected to the anomeric C atom of the N-acetyl-β-d-glucopyran-ose residue exhibits positional disorder, with occupancy factors for the α and β anomers of 0.77 and 0.23, respectively. The two torsion angles (Φ and Ψ) and the bridge angle (τ) that describe conformation of the glycosidic linkage between the galactopyran-ose and glucopyran-ose rings are Φ = -81.6 (3)°, Ψ = 118.1 (2)° and τ = 115.2 (2)°. Two water mol-ecules stabilize the mol-ecular packing by forming hydrogen bonds with the saccharide residues.
摘要
在标题化合物C(14)H(25)NO(11)·2H(2)O中，连接到N-乙酰基-β-D-吡喃葡萄糖残基异头碳上的伯羟基存在位置无序，α和β异头物的占有率分别为0.77和0.23。描述吡喃半乳糖环和吡喃葡萄糖环之间糖苷键构象的两个扭转角（Φ和Ψ）以及桥角（τ）分别为Φ = -81.6 (3)°、Ψ = 118.1 (2)°和τ = 115.2 (2)°。两个水分子通过与糖残基形成氢键来稳定分子堆积。
相似文献
1
2-Acetamido-2-de-oxy-3-O-β-d-galactopyranosyl-d-glucose dihydrate.2-乙酰氨基-2-脱氧-3-O-β-D-吡喃半乳糖基-D-葡萄糖二水合物
Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 4;65(Pt 8):o1781-2. doi: 10.1107/S1600536809024775.
2
1-(2,3-Di-O-acetyl-4-chloro-4-de-oxy-6-O-tosyl-β-d-galactopyranos-yl)propan-2-one methanol 0.25-solvate.1-（2,3-二-O-乙酰基-4-氯-4-脱氧-6-O-甲苯磺酰基-β-D-吡喃半乳糖基）丙-2-酮甲醇0.25溶剂合物
Acta Crystallogr Sect E Struct Rep Online. 2008 Jul 19;64(Pt 8):o1558. doi: 10.1107/S1600536808022253.
3
Methyl 3-O-α-d-mannopyranosyl β-d-glucopyran-oside tetra-hydrate.3-O-α-D-甘露吡喃糖基-β-D-葡萄糖吡喃糖苷四水合物甲酯
Acta Crystallogr Sect E Struct Rep Online. 2008 Jul 31;64(Pt 8):o1639-40. doi: 10.1107/S1600536808021454.
4
Synthetic mucin fragments. Benzyl O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-(1----3)-O-beta-D- galactopyranosyl-(1----3)-O-[(2-acetamido-2-deoxy-beta-D-glucopyran osy l)- (1----6)]-2-acetamido-2-deoxy-alpha-D-galactopyranoside and benzyl O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-(1----3)-O-beta-D- galactopyranosyl-(1----3)-O-[beta-D-galactopyranosyl-(1----6)]-2-ac eta mido- 2-deoxy-alpha-D-galactopyranoside.合成粘蛋白片段。苄基 O-(2-乙酰氨基-2-脱氧-α-D-吡喃葡萄糖基)-(1→3)-O-β-D-吡喃半乳糖基-(1→3)-O-[(2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基)-(1→6)]-2-乙酰氨基-2-脱氧-α-D-吡喃半乳糖苷和苄基 O-(2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基)-(1→3)-O-β-D-吡喃半乳糖基-(1→3)-O-[β-D-吡喃半乳糖基-(1→6)]-2-乙酰氨基-2-脱氧-α-D-吡喃半乳糖苷。
Carbohydr Res. 1988 Dec 1;183(2):163-73. doi: 10.1016/0008-6215(88)84071-0.
5
Disorder and conformational analysis of methyl β-D-galactopyranosyl-(1→4)-β-D-xylopyranoside.β-D-吡喃半乳糖基-(1→4)-β-D-吡喃木糖苷的无序与构象分析
Acta Crystallogr C. 2012 Jan;68(Pt 1):o7-11. doi: 10.1107/S0108270111048347. Epub 2011 Dec 6.
6
X-ray crystal structure of galabiose, O-alpha-D-galactopyranosyl-(1---4)-D-galactopyranose.
Carbohydr Res. 1986 Jan 15;146(1):29-38. doi: 10.1016/0008-6215(86)85021-2.
7
Synthesis of benzyl O-(2-O-methyl-beta-D-galactopyranosyl)-(1----3)-2- acetamido-2-deoxy-beta-D-glucopyranoside [benzyl 2'-O-methyllacto-N-bioside I], and its higher saccharide containing an O-(2-O-methyl-beta-D- galactopyranosyl)-(1----3)-2-acetamido-2-deoxy-beta-D-glucopyranosyl group as a potential substrate for (1---4)-alpha-L-fucosyltransferase.O-（2-O-甲基-β-D-吡喃半乳糖基）-（1→3）-2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷苄酯[苄基2'-O-甲基乳糖-N-二糖苷I]及其含有O-（2-O-甲基-β-D-吡喃半乳糖基）-（1→3）-2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基的高级糖作为（1→4）-α-L-岩藻糖基转移酶的潜在底物的合成。
Carbohydr Res. 1990 Aug 1;203(1):33-46. doi: 10.1016/0008-6215(90)80043-3.
8
Methyl 3-O-α-l-fucopyranosyl β-d-glucopyran-oside tetra-hydrate.3-O-α-L-呋喃岩藻糖基-β-D-吡喃葡萄糖苷甲酯四水合物
Acta Crystallogr Sect E Struct Rep Online. 2012 Nov 1;68(Pt 11):o3180-1. doi: 10.1107/S1600536812041992. Epub 2012 Oct 20.
9
Conformational disorder in the crystal structure of methyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (methyl β-chitobioside) methanol monosolvate.
Acta Crystallogr C Struct Chem. 2024 Jul 1;80(Pt 7):331-336. doi: 10.1107/S2053229624005199. Epub 2024 Jun 28.
10
Glycosidic linkage, N-acetyl side-chain, and other structural properties of methyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-β-D-mannopyranoside monohydrate and related compounds.
Acta Crystallogr C Struct Chem. 2020 Mar 1;76(Pt 3):287-297. doi: 10.1107/S2053229620001515. Epub 2020 Feb 20.
引用本文的文献
1
Conformations of the type-1 lacto-N-biose I unit in protein complex structures.蛋白质复合结构中1型乳糖-N-二糖I单元的构象
Acta Crystallogr F Struct Biol Commun. 2018 Aug 1;74(Pt 8):473-479. doi: 10.1107/S2053230X18006568. Epub 2018 Jul 26.
2
Crystal structures of a glycoside hydrolase family 20 lacto-N-biosidase from Bifidobacterium bifidum.双歧双歧杆菌糖苷水解酶家族 20 乳-N-生物素酶的晶体结构。
J Biol Chem. 2013 Apr 26;288(17):11795-806. doi: 10.1074/jbc.M112.420109. Epub 2013 Mar 11.
本文引用的文献
1
A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.
2
Identification of N-acetylhexosamine 1-kinase in the complete lacto-N-biose I/galacto-N-biose metabolic pathway in Bifidobacterium longum.长双歧杆菌中乳糖-N-二糖I/半乳糖-N-二糖完整代谢途径中N-乙酰己糖胺1-激酶的鉴定
Appl Environ Microbiol. 2007 Oct;73(20):6444-9. doi: 10.1128/AEM.01425-07. Epub 2007 Aug 24.
3
Practical preparation of lacto-N-biose I, a candidate for the bifidus factor in human milk.人乳中双歧因子候选物乳糖 - N - 二糖I的实际制备
Biosci Biotechnol Biochem. 2007 Aug;71(8):2101-4. doi: 10.1271/bbb.70320. Epub 2007 Aug 7.
4
Novel putative galactose operon involving lacto-N-biose phosphorylase in Bifidobacterium longum.长双歧杆菌中涉及乳糖-N-二糖磷酸化酶的新型假定半乳糖操纵子。
Appl Environ Microbiol. 2005 Jun;71(6):3158-62. doi: 10.1128/AEM.71.6.3158-3162.2005.
Zotero 插件