59247-13-1 , GT1b-Ganglioside ammonium ,
Trisialoganglioside-GT1b
Cas:59247-13-1
C95H165N5O48·xNH4 / 2145.33 (free acid basis)
MFCD00081622
Trisialoganglioside GT1b is a glycosphingolipid that is found in the lipid bilayer of cell membranes, particularly in the nervous system. It contains three sialic acid residues and is composed of a ceramide backbone and a carbohydrate headgroup. It is involved in several biological processes, such as cell signaling, cell adhesion, and neural development.
Physical and Chemical Properties:
Trisialoganglioside GT1b is an amphipathic molecule, with a hydrophobic ceramide tail and a hydrophilic carbohydrate headgroup. It has a molecular weight of approximately 1600 g/mol. The molecule is a white powder at room temperature and is insoluble in water but soluble in organic solvents such as chloroform, methanol, and ethanol.
Synthesis and Characterization:
Trisialoganglioside GT1b can be synthesized through a variety of methods, including enzymatic and chemical synthesis. The molecule can be extracted from natural sources, such as animal tissues, or can be synthesized in vitro using chemical methods. The synthesis of Trisialoganglioside GT1b involves several steps, including the synthesis of the ceramide backbone and the addition of the carbohydrate headgroup.
Analytical Methods:
Several analytical methods can be used to identify and characterize Trisialoganglioside GT1b, including Thin-Layer Chromatography (TLC), High-Performance Liquid Chromatography (HPLC), Mass Spectrometry (MS), Nuclear Magnetic Resonance (NMR), and Infrared Spectroscopy (IR).
Biological Properties:
Trisialoganglioside GT1b has several biological properties, including its involvement in neuronal development, synaptic transmission, and neuroprotection. It has been shown to interact with several proteins, such as growth factor receptors and receptors for neurotransmitters, and to play a role in the regulation of gene expression.
Toxicity and Safety in Scientific Experiments:
Studies have shown that Trisialoganglioside GT1b is safe for use in scientific experiments at appropriate concentrations. However, further studies are needed to determine the long-term safety and toxicity of the molecule.
Applications in Scientific Experiments:
Trisialoganglioside GT1b has several applications in scientific experiments, particularly in the field of neuroscience. It can be used to study the role of gangliosides in neuronal development and function, as well as their potential therapeutic applications in neurodegenerative diseases.
Current State of Research:
Several studies have investigated the properties and applications of Trisialoganglioside GT1b, particularly in the field of neuroscience. However, more research is needed to fully understand the roles of gangliosides in biological processes and to explore their potential therapeutic applications.
Potential Implications in Various Fields of Research and Industry:
The potential implications of Trisialoganglioside GT1b in various fields of research and industry are vast. It could have applications in the development of new therapies for neurodegenerative diseases, such as Alzheimer's and Parkinson's disease, as well as in the development of new drugs for cancer treatment.
Limitations and Future Directions:
One of the limitations of Trisialoganglioside GT1b is its complexity, which makes its synthesis and characterization challenging. Additionally, much is still unknown about the molecule's role in biological processes, and more research is needed to fully understand its potential applications. Some future directions for research include investigating the relationship between Trisialoganglioside GT1b and various diseases, such as Alzheimer's and Parkinson's, and exploring its potential as a therapeutic target in these diseases. Additionally, further research could focus on developing new methods for the synthesis and characterization of Trisialoganglioside GT1b, as well as exploring its potential as a biomaterial for various technological applications.
CAS Number | 59247-13-1 |
Product Name | Trisialoganglioside GT1b |
IUPAC Name | (2R,4S,5R,6R)-2-[(2S,3S,4R,5R,6S)-2-[(2R,3S,4S,5S,6S)-3-acetamido-2-[(2S,3R,4S,5S,6R)-4-[(2R,4S,5R,6R)-5-amino-2-carboxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxan-2-yl]oxy-6-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-hydroxy-1-(octadecanoylamino)octadec-4-en-2-yl]oxyoxan-3-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-5-amino-6-[2-[(2R,4S,5R,6R)-5-amino-2-carboxy-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxan-2-yl]oxy-1,2-dihydroxyethyl]-4-hydroxyoxane-2-carboxylic acid |
Molecular Formula | C95H162N5Na3O47 |
Molecular Weight | 1989.2 g/mol |
InChI | InChI=1S/C88H157N5O44/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-56(107)92-37-51(45(101)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)124-80-66(113)65(112)70(54(42-98)127-80)129-82-69(116)77(136-87(84(120)121)35-46(102)57(89)72(132-87)61(108)49(105)38-94)71(55(43-99)128-82)130-79-60(93-44(3)100)75(63(110)52(40-96)125-79)131-81-68(115)76(64(111)53(41-97)126-81)135-86(83(118)119)34-47(103)59(91)74(134-86)67(114)78(117)137-88(85(122)123)36-48(104)58(90)73(133-88)62(109)50(106)39-95/h30,32,45-55,57-82,94-99,101-106,108-117H,4-29,31,33-43,89-91H2,1-3H3,(H,92,107)(H,93,100)(H,118,119)(H,120,121)(H,122,123)/b32-30+/t45?,46-,47-,48-,49?,50?,51?,52-,53-,54+,55-,57+,58+,59+,60-,61?,62?,63+,64+,65+,66+,67?,68-,69-,70+,71+,72+,73+,74+,75-,76+,77-,78?,79+,80+,81+,82+,86+,87+,88+/m0/s1 |
InChI Key | XWMACUIMZLECSZ-VXEZWRAXSA-K |
SMILES | CCCCCCCCCCCCCCCCCC(=O)NCC(C(C=CCCCCCCCCCCCCC)O)OC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)OC5(CC(C(C(O5)C(C(O)OC6(CC(C(C(O6)C(C(CO)O)O)N)O)C(=O)O)O)N)O)C(=O)O)O)NC(=O)C)OC7(CC(C(C(O7)C(C(CO)O)O)N)O)C(=O)O)O)O)O |
Synonyms | ganglioside GT1b, ganglioside GT1c, ganglioside, GT1, ganglioside, GT1a, GT(1)ganglioside, GT1b ganglioside, polysialoganglioside, trisialaoganglioside GT1a, trisialoganglioside GT1, trisialoganglioside GT1b |
Canonical SMILES | CCCCCCCCCCCCCCCCCC(=O)NCC(C(C=CCCCCCCCCCCCCC)O)OC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)OC5(CC(C(C(O5)C(C(O)OC6(CC(C(C(O6)C(C(CO)O)O)N)O)C(=O)O)O)N)O)C(=O)O)O)NC(=O)C)OC7(CC(C(C(O7)C(C(CO)O)O)N)O)C(=O)O)O)O)O |
Isomeric SMILES | CCCCCCCCCCCCCCCCCC(=O)NCC(C(/C=C/CCCCCCCCCCCCC)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)CO)O)O[C@@H]4[C@H]([C@@H]([C@@H]([C@@H](O4)CO)O)O[C@]5(C[C@@H]([C@H]([C@@H](O5)C(C(O)O[C@]6(C[C@@H]([C@H]([C@@H](O6)C(C(CO)O)O)N)O)C(=O)O)O)N)O)C(=O)O)O)NC(=O)C)O[C@]7(C[C@@H]([C@H]([C@@H](O7)C(C(CO)O)O)N)O)C(=O)O)O)O)O |
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