CAS: 81693-22-3; 3'-N-Acetylneuraminyl-N-Acetyllactosamine Sodium Salt

该化合物是一种复杂的碳水化合物,属于硅酸甘油家族,其特点是存在与酸盐结构相连的硅酸残留物,该结构由阴极和葡萄糖组成.该化合物在生物过程,特别是在细胞相互作用,信号和免疫反应方面起着重要作用.该盐酸混合物助长分子的负电荷和水利作用,影响其溶解性和与蛋白(例如电素和感应器)的相互作用. 3个欧元-硅酸残留物经常存在于细胞表面的玻璃蛋白质和甘蓝脂中,它会影响细胞的识别和粘合.它的存在对于各种生理和病理过程,包括病毒感染和肿瘤的进化至关重要.该化合物对生物化学和治疗学的潜在应用具有兴趣.

英文名称3'-N-Acetylneuraminyl-N-Acetyllactosamine Sodium Salt
中文名称3'-N-乙酰神经胺基-N-乙酰基乳糖胺钠盐
其它别名3'-N-ACETYLNEURAMINYL-N-ACETYLLACTOSAMINE SODIUM SALT; 3'-SLN SODIUM SALT; 3'-SIALYL-N-ACETYLLACTOSAMINE SODIUM SALT; ALPHA-NEUNAC-[2->3]-BETA-D-GAL-[1->4]-D-GLCNAC; 3'-N-acetylneuraminyl-N-acetyll-*actosamine sodiu; 3'-N-ACETYLNEURAMINYL-N-ACETYLL-ACTOSAMI NE SODIUM; α-neunac-(2→3)-β-d-gal-(1→4)-d-glcnac; (2R,4S,5R,6R)-5-acetamido-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
CAS编号81693-22-3
MFCD编号:MFCD00132996
EINECS号:632-864-5
分子式:C25H42N2O19分子量:674.6
产品CID: 1809702
产品分类生物化工 → 糖类化合物 → 寡糖

相似结构搜索
InChIKey: RGZDLTASXRMKKF-RXEVBYPSSA-N
1S/C25H42N2O19.Na/c1-7(30)26-13-9(32)3-25(24(40)41,46-21(13)15(34)10(33)4-28)42-6-12-20(17(36)14(22(39)43-12)27-8(2)31)45-23-19(38)18(37)16(35)11(5-29)44-23;/h9-23,28-29,
计算化学: 氢键受体数21.0氢键供体数13.0可旋转键数14.0

MSDS等安全信息

GHS象形图
GHS符号GHS06;
注释: Skull and crossbones
危险类别急性毒性类别1(经口)
警示词Danger(危险)
危险描述H300 |吞咽致命.
防范说明P264-P301+P310
UN编号UN 2811 6.1 / PGIII
危险品标志T
安全声明45
危险类别码25
WGK Germany3

欧盟法规

C&L通报

上下游产品

N-Acetylneuraminic acid N-acetyllactosamine uridine 5'-diphospho-D-galactose 2-acetamido-2-deoxy-D-glucose

合成工艺路线路线简述

3615-17-6 + 127-17-3 + 63-37-6 = 81693-22-3
反应条件:1.1 Reagents: Acetyl Phosphate,Magnesium Chloride Catalysts: 5′-Atp Solvents: Water; 4 H,Ph 8,37 °C2.1 Reagents: Magnesium Chloride Catalysts: β-Galactoside α-(2->3)-Sialyltransferase Solvents: Water; 9 H,Ph 7.6,37 °C
标题:Production Of Cytidine 5'-Monophosphate N-Acetylneuraminic Acid Using Recombinant Escherichia Coli As A Biocatalyst
作者:Lee,Sun-Gu; Et Al
参考文献:Biotechnology And Bioengineering 日期:2002 卷标:80(5) 页码:516-524]

50-99-7 = 81693-22-3 [标题:Reaction Conditions
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

100-51-6 = 81693-22-3
反应条件:1.1 Reagents: Dichloromethyl Methyl Ether,Zinc Chloride1.2 Reagents: 2,4,6-Trimethylpyridine,Silver Triflate Solvents: Dichloromethane2.1 Reagents: Sodium Methoxide Solvents: Methanol2.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol3.1 -3.2 Reagents: Dowex 50W Solvents: Methanol; Rt3.3 Reagents: Acetic Anhydride Solvents: Pyridine3.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water3.5 Reagents: Sodium Methoxide Solvents: Methanol3.6 Reagents: Sodium Hydroxide Solvents: Water4.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

57701-27-6 = 81693-22-3
反应条件:1.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane,Pyridine1.2 Reagents: Sodium Azide,15-Crown-5 Solvents: Dimethylformamide; 35 °C2.1 Reagents: Acetic Acid Solvents: Water; 80 °C2.2 Solvents: Pyridine3.1 Reagents: Dichloromethyl Methyl Ether,Zinc Chloride3.2 Reagents: 2,4,6-Trimethylpyridine,Silver Triflate Solvents: Dichloromethane4.1 Reagents: Sodium Methoxide Solvents: Methanol4.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol5.1 -5.2 Reagents: Dowex 50W Solvents: Methanol; Rt5.3 Reagents: Acetic Anhydride Solvents: Pyridine5.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water5.5 Reagents: Sodium Methoxide Solvents: Methanol5.6 Reagents: Sodium Hydroxide Solvents: Water6.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

19030-38-7 + 100-52-7 = 81693-22-3
反应条件:1.1 Reagents: Dowex 50W; Reflux1.2 Reagents: Zinc Chloride2.1 Reagents: Trifluoromethanesulfonic Anhydride Solvents: Dichloromethane,Pyridine2.2 Reagents: Sodium Azide,15-Crown-5 Solvents: Dimethylformamide; 35 °C3.1 Reagents: Acetic Acid Solvents: Water; 80 °C3.2 Solvents: Pyridine4.1 Reagents: Dichloromethyl Methyl Ether,Zinc Chloride4.2 Reagents: 2,4,6-Trimethylpyridine,Silver Triflate Solvents: Dichloromethane5.1 Reagents: Sodium Methoxide Solvents: Methanol5.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol6.1 -6.2 Reagents: Dowex 50W Solvents: Methanol; Rt6.3 Reagents: Acetic Anhydride Solvents: Pyridine6.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water6.5 Reagents: Sodium Methoxide Solvents: Methanol6.6 Reagents: Sodium Hydroxide Solvents: Water7.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

3063-71-6 + 32181-59-2 = 81693-22-3 + 78969-47-8
反应条件:1.1 Catalysts: β-Galactoside α-2,6-Sialyltransferase Solvents: Water; 30 Min,Ph 8.0,25 °C1.2 Reagents: Acetonitrile; Cooled
标题:Complete Switch From α-2,3- To α-2,6-Regioselectivity In Pasteurella Dagmatis β-D-Galactoside Sialyltransferase By Active-Site Redesign
作者:Schmoelzer,Katharina; Et Al
参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(15) 页码:3083-3086]

3615-17-6 + 32181-59-2 + 113-24-6 = 81693-22-3
反应条件:1.1 Reagents: 5′-Ctp,Sodium Hydroxide,Magnesium Chloride Catalysts: N-Acetylneuraminate Cytidylyltransferase,N-Acetyllactosaminide α-(2->3)-Sialyltransferase,Aldolase Solvents: Water; 2 H,Ph 8.5,37 °C1.2 Reagents: Ethanol
标题:A Multifunctional Pasteurella Multocida Sialyltransferase: A Powerful Tool For The Synthesis Of Sialoside Libraries
作者:Yu,Hai; Et Al
参考文献:Journal Of The American Chemical Society 日期:2005 卷标:127(50) 页码:17618-17619]

32181-59-2 + 26112-88-9 = 81693-22-3
反应条件:1.1 Catalysts: Trans-Sialidase
标题:Synthesis Of Sialyloligosaccharides Using The Trans-Sialidase From Trypanosoma Cruzi: Novel Branched And Di-Sialylated Products From Digalactoside Acceptors
作者:Singh,Suddham; Et Al
参考文献:Chemical Communications (Cambridge) 日期:2000 卷标:(12) 页码:1013-1014]

32181-59-2 + 123549-14-4 = 81693-22-3 [标题:Reaction Conditions
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

3063-71-6 + 32181-59-2 = 81693-22-3
反应条件:1.1 Catalysts: β-Galactoside α-2,6-Sialyltransferase Solvents: Water; 30 Min,Ph 8.0,25 °C1.2 Reagents: Acetonitrile; Cooled
标题:Complete Switch From α-2,3- To α-2,6-Regioselectivity In Pasteurella Dagmatis β-D-Galactoside Sialyltransferase By Active-Site Redesign
作者:Schmoelzer,Katharina; Et Al
参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(15) 页码:3083-3086]

3063-71-6 + 32181-59-2 = 81693-22-3
反应条件:1.1 Reagents: Magnesium Chloride Catalysts: β-Galactoside α-(2->3)-Sialyltransferase Solvents: Water; 9 H,Ph 7.6,37 °C
标题:Production Of Cytidine 5'-Monophosphate N-Acetylneuraminic Acid Using Recombinant Escherichia Coli As A Biocatalyst
作者:Lee,Sun-Gu; Et Al
参考文献:Biotechnology And Bioengineering 日期:2002 卷标:80(5) 页码:516-524]

35890-38-1 + 32181-59-2 = 81693-22-3
反应条件:1.1 Reagents: Calcium Chloride Catalysts: Trans-Sialidase Solvents: Water
标题:Enzymic Synthesis Of A 6'-Sulfated Sialyl-Lewisx Which Is An Inhibitor Of L-Selectin Binding To Peripheral Addressin
作者:Scudder,Peter R.; Et Al
参考文献:Glycobiology 日期:1994 卷标:4(6) 页码:929-32]

3615-17-6 = 81693-22-3
反应条件:1.1 -1.2 Reagents: Dowex 50W Solvents: Methanol; Rt1.3 Reagents: Acetic Anhydride Solvents: Pyridine1.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water1.5 Reagents: Sodium Methoxide Solvents: Methanol1.6 Reagents: Sodium Hydroxide Solvents: Water2.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

2956-16-3 + 7512-17-6 = 81693-22-3 [标题:Reaction Conditions
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

= 81693-22-3
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol1.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol2.1 -2.2 Reagents: Dowex 50W Solvents: Methanol; Rt2.3 Reagents: Acetic Anhydride Solvents: Pyridine2.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water2.5 Reagents: Sodium Methoxide Solvents: Methanol2.6 Reagents: Sodium Hydroxide Solvents: Water3.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864]

116003-78-2 = 81693-22-3
反应条件:1.1 Reagents: Acetic Acid Solvents: Water; 80 °C1.2 Solvents: Pyridine2.1 Reagents: Dichloromethyl Methyl Ether,Zinc Chloride2.2 Reagents: 2,4,6-Trimethylpyridine,Silver Triflate Solvents: Dichloromethane3.1 Reagents: Sodium Methoxide Solvents: Methanol3.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol4.1 -4.2 Reagents: Dowex 50W Solvents: Methanol; Rt4.3 Reagents: Acetic Anhydride Solvents: Pyridine4.4 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water4.5 Reagents: Sodium Methoxide Solvents: Methanol4.6 Reagents: Sodium Hydroxide Solvents: Water5.1 -
标题:Chemoenzymic Synthesis Of Gm3,Lewis X And Sialyl Lewis X Oligosaccharides In 13C-Enriched Form
作者:Probert,Mark A.; Et Al
参考文献:Tetrahedron Letters 日期:1997 卷标:38(33) 页码:5861-5864

📜N-乙酰氨基葡萄糖在 β1-4-Galactosyltransferase From Neisseria Meningitidis,Neisseria Meningitides Cmp-Sia Synthetase,Pasteurella Multoida α2,3-Sialyltransferase,Magnesium,胞苷-5'-三磷酸体系中,用 Aq. Buffer作为反应溶剂,获得 Neu5Acα(2-3)Galβ(1-4)Glcnac
参考文献:Two-Step Chemoenzymatic Detection Of N-Acetylneuraminic Acid−α(2-3)-Galactose Glycans
标题:Two-Step Chemoenzymatic Detection Of N-Acetylneuraminic Acid−α(2-3)-Galactose Glycans
摘要:Sialic Acids Are Typically Linked Alpha(2-3) Or Alpha(2-6) To The Galactose That Located At The Non-Reducing Terminal End Of Glycans,Playing Important But Distinct Roles In A Variety Of Biological And Pathological Processes. However,Details About Their Respective Roles Are Still Largely Unknown Due To The Lack Of An Effective Analytical Technique. Herein,A Two-Step Chemoenzymatic Approach For The Rapid And Sensitive Detection Of N-Acetylneuraminic Acid-Alpha(2-3)-Galactose Glycans Is Described.
Doi:10.1021/Jacs.6B07132