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2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranose | 98044-44-1

中文名称
——
中文别名
——
英文名称
2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranose
英文别名
——
2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranose化学式
CAS
98044-44-1
化学式
C75H83NO19
mdl
——
分子量
1302.48
InChiKey
KRSSBKSWMSPJBL-UZRQPRQVSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    9.85
  • 重原子数:
    95.0
  • 可旋转键数:
    32.0
  • 环数:
    10.0
  • sp3杂化的碳原子比例:
    0.39
  • 拓扑面积:
    218.76
  • 氢给体数:
    1.0
  • 氢受体数:
    19.0

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranosesodium methylate 、 20 % Pd(OH)2/C 、 氢气 作用下, 以 甲醇 为溶剂, 反应 13.0h, 以90%的产率得到2-acetamido-2-deoxy-β-D-galactopyranosyl-(1->4)-β-D-galactopyranosyl-(1->4)-D-glucopyranose
    参考文献:
    名称:
    Bishydrazide Glycoconjugates for Lectin Recognition and Capture of Bacterial Pathogens
    摘要:
    Bishydrazides are versatile linkers for attaching glycans to substrates for lectin binding and pathogen detection schemes. The alpha,omega-bishydrazides of carboxymethylated hexa(ethylene glycol) (4) can be conjugated at one end to unprotected oligosaccharides, then attached onto carrier proteins, tethered onto activated carboxyl-terminated surfaces, or functionalized with a photoactive cross-linking agent for lithographic patterning. Glycoconjugates of bishydrazide 4 can also be converted into dithiocarbamates (DTCs) by treatment with CS2 under mild conditions, for attachment onto gold substrates. The immobilized glycans serve as recognition elements for cell-surface lectins and enable the detection and capture of bacterial pathogens such as Pseudomonas aeruginosa by their adsorption onto micropatterned substrates. A detection limit of 10(3) cfu/mL is demonstrated, using a recently introduced method based on optical pattern recognition.
    DOI:
    10.1021/bc100288c
  • 作为产物:
    描述:
    2-deoxy-3,4,6-tri-O-acetyl-2-trichloroacetamido-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranose偶氮二异丁腈三正丁基氢锡 作用下, 以 为溶剂, 反应 1.0h, 以70%的产率得到2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzyl-D-glucopyranose
    参考文献:
    名称:
    Bishydrazide Glycoconjugates for Lectin Recognition and Capture of Bacterial Pathogens
    摘要:
    Bishydrazides are versatile linkers for attaching glycans to substrates for lectin binding and pathogen detection schemes. The alpha,omega-bishydrazides of carboxymethylated hexa(ethylene glycol) (4) can be conjugated at one end to unprotected oligosaccharides, then attached onto carrier proteins, tethered onto activated carboxyl-terminated surfaces, or functionalized with a photoactive cross-linking agent for lithographic patterning. Glycoconjugates of bishydrazide 4 can also be converted into dithiocarbamates (DTCs) by treatment with CS2 under mild conditions, for attachment onto gold substrates. The immobilized glycans serve as recognition elements for cell-surface lectins and enable the detection and capture of bacterial pathogens such as Pseudomonas aeruginosa by their adsorption onto micropatterned substrates. A detection limit of 10(3) cfu/mL is demonstrated, using a recently introduced method based on optical pattern recognition.
    DOI:
    10.1021/bc100288c
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文献信息

  • A stereocontrolled total synthesis of a ganglio-ganglioside GM1b, IV3NeuAcαGgOse4Cer
    作者:Mamoru Sugimoto、Kazushige Fujikura、Shigeki Nunomura、Toshio Horisaki、Yukishige Ito、Tomoya Ogawa
    DOI:10.1016/s0040-4039(00)94561-1
    日期:1990.1
    A first total synthesis of ganglio ganglioside GM1b. α-D-NeupAc-(2→3)-β-D-Galp(1→3)-β-D-GalpNAc-(14)-β-D-Galp-(14)-β-D-Glcp-(11)-Cer, was achieved in a stereocontrolled manner.
    的第一全合成ganglio神经节苷脂GM1b。α-d-neu的p的Ac-(2→3)-β-d-Gal的p(1→3)-β-d-Gal的p NAc-(1→4)-β-d-Gal的p - (1→ 4)-β-d-GLC p - (1→1)-Cer,在一个立体控制的方式来实现。
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