19553-76-5 , GD1b-Ganglioside ammonium
Cas:19553-76-5
C80H144N4O37 / 1754
II(3)Neu5Ac2GgOse4Cer is a glycosphingolipid that is part of the ganglioside family. It is a complex molecule containing a ceramide backbone, a sialic acid residue, and several sugar residues. The molecule is found in high concentrations in nervous tissue and is involved in a range of biological processes, including cellular signaling, membrane stability, and immune recognition. The structure of II(3)Neu5Ac2GgOse4Cer was first characterized in the 1970s, and since then, its biology and biochemistry have been the focus of extensive research.
Physical and Chemical Properties
The physical and chemical properties of II(3)Neu5Ac2GgOse4Cer are critical to understanding its biological function. The molecule is a glycosphingolipid, meaning that it contains both a sphingolipid and a carbohydrate moiety. The sphingolipid component of II(3)Neu5Ac2GgOse4Cer is a ceramide, consisting of a long chain fatty acid linked to a sphingosine backbone. The carbohydrate component is a complex branched chain of sugar residues, terminating in a sialic acid residue.
Synthesis and Characterization
The synthesis of II(3)Neu5Ac2GgOse4Cer is a complex process that involves several enzymatic steps. The synthesis begins with the formation of the ceramide backbone, which is then modified by the addition of various sugar residues and ultimately terminated by the addition of the sialic acid residue. The characterization of II(3)Neu5Ac2GgOse4Cer is typically performed using techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. These techniques allow researchers to determine the precise structure of the molecule and to identify any modifications or impurities.
Analytical Methods
Numerous analytical methods have been developed to measure the levels of II(3)Neu5Ac2GgOse4Cer in biological samples. These methods include high-performance liquid chromatography (HPLC), mass spectrometry, and enzyme-linked immunosorbent assays (ELISAs). These techniques are used to quantify the levels of II(3)Neu5Ac2GgOse4Cer in tissue samples and to monitor changes in its concentration in response to various stimuli.
Biological Properties
II(3)Neu5Ac2GgOse4Cer has a range of biological properties that are critical to its role in a variety of cellular processes. These properties include its ability to act as a membrane receptor and to interact with other molecules involved in cellular signaling. The sialic acid residue on II(3)Neu5Ac2GgOse4Cer is also an important factor in immune recognition, as it can interact with other immune cells to mediate immune responses.
Toxicity and Safety in Scientific Experiments
While II(3)Neu5Ac2GgOse4Cer has not been extensively studied for its toxicity, researchers have found that it can induce cellular responses at high concentrations. However, these concentrations are typically much higher than those found in vivo, suggesting that II(3)Neu5Ac2GgOse4Cer is relatively safe in scientific experiments.
Applications in Scientific Experiments
II(3)Neu5Ac2GgOse4Cer has a range of applications in scientific experiments. For example, it can be used to investigate the role of gangliosides in cellular signaling, membrane stability, and immune recognition. Additionally, researchers have used II(3)Neu5Ac2GgOse4Cer as a tool to investigate interactions between glycosphingolipids and proteins involved in various biological processes.
Current State of Research
The research on II(3)Neu5Ac2GgOse4Cer is ongoing, with new insights into its biology and biochemistry emerging regularly. Researchers are investigating its role in various biological processes, including immunity, neuronal development, and cellular signaling. Additionally, the potential role of II(3)Neu5Ac2GgOse4Cer in various diseases, including cancer and neurodegenerative disorders, is an active area of investigation.
Limitations and Future Directions
One of the limitations of research on II(3)Neu5Ac2GgOse4Cer is the lack of standardization of analytical methods for its detection and quantification. Additionally, there is a need for more robust experimental models to investigate its biological function in vivo. Future directions for research on II(3)Neu5Ac2GgOse4Cer include exploring its role in cancer progression, developing targeted therapies based on its interactions with other molecules, and investigating its potential as a biomarker for various diseases.
CAS Number | 19553-76-5 |
Product Name | II(3)Neu5Ac2GgOse4Cer |
IUPAC Name | (2R,4R,5S,6S)-2-[3-[(2R,3R,4S,6R)-6-[(2R,3S,4S,5R,6S)-5-[(2R,3S,4S,5S,6S)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[(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-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3-amino-6-carboxy-4-hydroxyoxan-2-yl]-2,3-dihydroxypropoxy]-5-amino-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid |
Molecular Formula | C80H144N4O37 |
Molecular Weight | 1754 g/mol |
InChI | InChI=1S/C80H144N4O37/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-54(96)83-36-49(44(91)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)111-74-65(104)63(102)67(52(40-88)114-74)116-76-66(105)72(68(53(41-89)115-76)117-73-57(84-43(3)90)71(61(100)51(39-87)112-73)118-75-64(103)62(101)60(99)50(38-86)113-75)121-80(78(108)109)35-46(93)56(82)70(120-80)59(98)48(95)42-110-79(77(106)107)34-45(92)55(81)69(119-79)58(97)47(94)37-85/h30,32,44-53,55-76,85-89,91-95,97-105H,4-29,31,33-42,81-82H2,1-3H3,(H,83,96)(H,84,90)(H,106,107)(H,108,109)/b32-30+/t44?,45-,46+,47?,48?,49?,50+,51+,52-,53+,55+,56-,57+,58?,59?,60-,61-,62-,63-,64+,65-,66+,67-,68-,69+,70-,71+,72+,73-,74-,75-,76-,79-,80-/m1/s1 |
InChI Key | ACTJLGSQQMVYGN-CSDJVHJJSA-L |
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)O)O)NC(=O)C)OC5(CC(C(C(O5)C(C(COC6(CC(C(C(O6)C(C(CO)O)O)N)O)C(=O)O)O)O)N)O)C(=O)O)O)O)O |
Synonyms | ganglioside GD(1b), ganglioside, GD1b, GD(1b) ganglioside, GD1b ganglioside, II(3)(NeuAca2-8NeuAc)Gg4Cer, II(3)Neu5Ac2GgOse4Cer |
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)O)O)NC(=O)C)OC5(CC(C(C(O5)C(C(COC6(CC(C(C(O6)C(C(CO)O)O)N)O)C(=O)O)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)O)NC(=O)C)O[C@]5(C[C@@H]([C@H]([C@@H](O5)C(C(CO[C@@]6(C[C@H]([C@@H]([C@H](O6)C(C(CO)O)O)N)O)C(=O)O)O)O)N)O)C(=O)O)O)O)O |
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