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  • 12707-58-3 , GD1a-Ganglioside ammonium
12707-58-3 , GD1a-Ganglioside ammonium

12707-58-3 , GD1a-Ganglioside ammonium

12707-58-3 , GD1a-Ganglioside ammonium
Cas:12707-58-3

GD1a-Ganglioside ammonium

Ganglioside GD1 is a complex lipid molecule that belongs to a group of glycosphingolipids (GSLs). It is composed of a ceramide lipid linked to oligosaccharide chains containing sialic acid residues. GD1 is mainly expressed in the central and peripheral nervous systems, where it is involved in cellular functions such as signaling, adhesion, and recognition. The purpose of this paper is to provide an overview of the properties, synthesis, biological activities, toxicity, applications, and future directions of GD1 in research and industry.

Definition and Background

Gangliosides are a family of complex lipids that contain sialic acid residues and are localized in the outer leaflet of the plasma membrane of animal cells. They are composed of a ceramide backbone, which consists of a long-chain sphingoid base linked to a fatty acid, and a carbohydrate head group. The head group of gangliosides contains one or more sialic acid residues, which are attached to the carbohydrate chain. There are four main types of gangliosides, based on the number and location of sialic acid residues: monosialo-, disialo-, trisialo-, and tetrasialo-gangliosides.

GD1 belongs to the disialo-ganglioside family, which has two sialic acid residues on the oligosaccharide chain. It was first isolated from the brain of pigs and rats in the 1960s, and its structure was determined in the 1970s. GD1 is expressed mainly in neuronal tissues, such as the brain, spinal cord, and peripheral nerves. It is involved in neural development, synaptic plasticity, and neuronal survival.

Physical and Chemical Properties

GD1 is a glycosphingolipid with a molecular weight of approximately 1500 Da. It has a ceramide backbone consisting of a long-chain sphingoid base linked to a fatty acid chain. The carbohydrate head group of GD1 contains two sialic acid residues, which are attached to the oligosaccharide chain. The sialic acid residues are negatively charged at physiological pH, making GD1 amphipathic. The amphipathic nature of GD1 allows it to interact with other lipids and proteins in the plasma membrane.

Synthesis and Characterization

The synthesis of GD1 involves the sequential addition of sugar residues to ceramide by glycosyltransferases. The first step in the synthesis of GD1 is the addition of N-acetylglucosamine (GlcNAc) to ceramide by the enzyme UDP-GlcNAc:cerebroside β-glycosyltransferase. The resulting molecule, glucosylceramide, is then elongated through the action of other glycosyltransferases to form lactosylceramide. Finally, the sialylation of lactosylceramide to form GD1 is catalyzed by specific sialyltransferases.

The characterization of GD1 involves the use of various analytical techniques, such as high-performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy. HPLC is used to separate GD1 from other gangliosides and to identify its structural features. MS is used to determine the molecular weight and composition of GD1. NMR spectroscopy is used to study the conformation and dynamics of GD1 in solution and in the membrane environment.

Analytical Methods

The analysis of GD1 in biological samples is important for understanding its biological role and potential applications. The most commonly used analytical methods for GD1 are HPLC, MS, and ELISA (enzyme-linked immunosorbent assay). HPLC is used to separate and quantify GD1 from other gangliosides in biological fluids and tissues. MS is used for the identification and quantification of GD1 in similar sample types. ELISA is used to detect GD1 in biological fluids and to measure its concentration.

Biological Properties

GD1 has been shown to play a crucial role in various biological processes, such as neural development, synaptic plasticity, and cell adhesion. It has been demonstrated to promote neurite outgrowth, stimulate axonal regeneration, and enhance neuronal survival. GD1 interacts with a variety of proteins and receptors in the plasma membrane, such as the neuregulin receptor, the fibroblast growth factor receptor, and the integrin receptor. These interactions activate intracellular signaling pathways that regulate gene expression and cellular functions.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of GD1 in scientific experiments have been extensively studied, and it has been shown to be a safe and non-toxic molecule. In vitro studies have shown that GD1 does not induce cell death or apoptosis in neuronal or non-neuronal cell lines. In vivo studies have shown that GD1 does not induce systemic or local toxicity when administered at therapeutic doses. However, the long-term effects of GD1 on animal models and humans are yet to be fully investigated.

Applications in Scientific Experiments

GD1 has been used as a tool in scientific experiments to investigate its biological activities and potential therapeutic applications. It has been shown to enhance neuronal regeneration and survival in animal models of nerve injury and degeneration. GD1 has also been used in tissue engineering to promote nerve regeneration and functional recovery. In addition, GD1 has been explored as a potential drug target for the treatment of neurodegenerative diseases, such as Alzheimer's and Parkinson's disease.

Current State of Research

The current state of research on GD1 is focused on understanding its biological functions and developing its potential therapeutic applications. Recent studies have shown that GD1 may play a role in the regulation of neural stem cell proliferation and differentiation. Other studies have shown that GD1 may be involved in the regulation of synaptic plasticity and memory formation. The potential therapeutic applications of GD1 for the treatment of neurodegenerative diseases, stroke, and spinal cord injury are also being investigated.

Potential Implications in Various Fields of Research and Industry

The potential implications of GD1 in various fields of research and industry are promising. For example, GD1 has been investigated as a potential target for the development of therapeutic agents for the treatment of neurodegenerative diseases. In addition, GD1 has been used as a tool in tissue engineering to promote nerve regeneration and functional recovery. The application of GD1 in the field of regenerative medicine is also promising.

Limitations and Future Directions

Despite the promising implications of GD1, there are still some limitations and challenges that need to be addressed. For example, the synthesis of GD1 is complex and expensive, which limits its use in large-scale applications. In addition, the mechanism of action of GD1 in the nervous system is still not fully understood, and more research is needed to elucidate its biological functions. Furthermore, the long-term effects of GD1 on animal models and humans need to be studied more extensively.

Future directions for research on GD1 include the development of novel synthetic methods for the production of GD1 and its analogs. Other future directions include the development of more specific and potent agonists or antagonists for GD1 receptors, and the investigation of the potential therapeutic applications of GD1 in other fields of medicine, such as cancer and inflammation. Finally, the investigation of the potential interactions of GD1 with other molecules and the development of new drug delivery systems for GD1 are other promising future directions.

CAS Number12707-58-3
Product NameGanglioside GD1
IUPAC Namedisodium;(5R)-5-acetamido-2-[6-[3-acetamido-2-[4-[(5R)-5-acetamido-2-carboxylato-4-hydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy-6-[4,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)icos-4-enoxy]oxan-3-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
Molecular FormulaC86H150N4Na2O39
Molecular Weight1882
InChIInChI=1S/C86H152N4O39.2Na/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-51(100)50(90-60(105)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2)46-118-80-69(111)67(109)72(57(43-94)120-80)123-82-71(113)78(129-86(84(116)117)39-53(102)62(88-48(4)98)77(128-86)65(107)55(104)41-92)74(59(45-96)122-82)124-79-63(89-49(5)99)75(66(108)56(42-93)119-79)125-81-70(112)68(110)73(58(44-95)121-81)126-85(83(114)115)38-52(101)61(87-47(3)97)76(127-85)64(106)54(103)40-91;;/h34,36,50-59,61-82,91-96,100-104,106-113H,6-33,35,37-46H2,1-5H3,(H,87,97)(H,88,98)(H,89,99)(H,90,105)(H,114,115)(H,116,117);;/q;2*+1/p-2/b36-34+;;/t50-,51+,52?,53?,54-,55-,56?,57?,58?,59?,61+,62+,63?,64-,65-,66?,67?,68?,69?,70?,71?,72?,73?,74?,75?,76?,77?,78?,79?,80?,81?,82?,85?,86?;;/m0../s1
InChI KeySIAUXRPLFQUMFE-ZKSQSZPPSA-L
SMILESCCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)OC5(CC(C(C(O5)C(C(CO)O)O)NC(=O)C)O)C(=O)[O-])O)O)NC(=O)C)OC6(CC(C(C(O6)C(C(CO)O)O)NC(=O)C)O)C(=O)[O-])O)O)O)C(C=CCCCCCCCCCCCCCCC)O.[Na+].[Na+]
SynonymsGanglioside B1;Ganglioside G3


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