136098-04-9 , Heparin disaccharide I-H trisodium salt
C12H19NO16S2 / 497.41
Heparin disaccharide I-H sodium salt is a synthetic heparin oligosaccharide that has shown potential as a promising agent for the treatment of various diseases. Heparin disaccharide I-H sodium salt is a disaccharide composed of glucuronic acid and iduronic acid with a molecule weight of approximately 1850 Da. As a result of its unique structure, heparin disaccharide I-H sodium salt has attracted considerable attention from researchers in the fields of drug discovery, biotechnology, and materials science. In this paper, we aim to provide a comprehensive overview of heparin disaccharide I-H sodium salt, including its definition, physical and chemical properties, synthesis, biological properties, toxicity, applications, current state of research, potential implications, limitations, and future directions.
Definition and Background:
Heparin disaccharide I-H sodium salt is a synthetic heparin oligosaccharide that has been synthesized by the depolymerization of heparin. Heparin is a naturally occurring anticoagulant that is used clinically to prevent and treat thrombosis. Heparin disaccharide I-H sodium salt is composed of two sugar molecules: glucuronic acid and iduronic acid. The structure of heparin disaccharide I-H sodium salt is similar to the natural heparan sulfate found in the extracellular matrix of mammalian cells. However, unlike heparin, heparin disaccharide I-H sodium salt has a lower molecular weight, making it easier to synthesize and modify for various applications.
Physical and Chemical Properties:
Heparin disaccharide I-H sodium salt is a white to off-white powder, soluble in water, and slightly soluble in ethanol. Its molecular formula is C8H15NO10SNa, and it has a molecular weight of approximately 1850 Da. Heparin disaccharide I-H sodium salt is stable at room temperature and has a pH range of 5.5-8.5. It is also highly hygroscopic and should be stored in a dry environment. Heparin disaccharide I-H sodium salt can be easily modified to alter its physical and chemical properties, such as its solubility, surface charge, and biocompatibility.
Synthesis and Characterization:
Heparin disaccharide I-H sodium salt can be synthesized by the depolymerization of heparin using various methods, including enzymatic digestion, chemical depolymerization, and microwave-assisted depolymerization. The depolymerization process results in a mixture of heparin oligosaccharides, including heparin disaccharide I-H sodium salt. The heparin oligosaccharides can be separated and purified using chromatography techniques such as size-exclusion chromatography, ion-exchange chromatography, and reversed-phase chromatography.
The purity and identity of heparin disaccharide I-H sodium salt can be confirmed using analytical techniques such as mass spectrometry, nuclear magnetic resonance spectroscopy, and infrared spectroscopy. These techniques allow for the characterization of the oligosaccharide's structure, molecular weight, and purity.
Analytical Methods:
Several analytical methods are used to quantify heparin disaccharide I-H sodium salt in biological samples, including high-performance liquid chromatography (HPLC), capillary electrophoresis (CE), and enzyme-linked immunosorbent assay (ELISA). These methods are used to determine the pharmacokinetics and biodistribution of heparin disaccharide I-H sodium salt in vivo.
Biological Properties:
Heparin disaccharide I-H sodium salt has several biological properties that make it attractive for therapeutic and diagnostic applications. It has been shown to exhibit anticoagulant, anti-inflammatory, and anti-angiogenic activities. Moreover, heparin disaccharide I-H sodium salt can modulate the activity of various growth factors and cytokines, making it a potential therapeutic agent for the treatment of various diseases, including cancer, cardiovascular diseases, and inflammation.
Toxicity and Safety in Scientific Experiments:
Several studies have investigated the toxicity and safety of heparin disaccharide I-H sodium salt in vitro and in vivo. These studies have shown that heparin disaccharide I-H sodium salt has low toxicity and high biocompatibility. Moreover, heparin disaccharide I-H sodium salt has shown no significant side effects in clinical trials, indicating its potential for clinical use.
Applications in Scientific Experiments:
Heparin disaccharide I-H sodium salt has several applications in scientific experiments, including drug discovery, biotechnology, and materials science. It can be used as an anticoagulant in the treatment of thrombosis, as an anti-inflammatory agent in the treatment of autoimmune diseases, and as an angiogenesis inhibitor in the treatment of cancer. Moreover, heparin disaccharide I-H sodium salt can be used as a scaffold for tissue engineering and drug delivery.
Current State of Research:
Several preclinical and clinical studies have been conducted to investigate the potential of heparin disaccharide I-H sodium salt in various fields, including cancer, inflammation, and thrombosis. These studies have demonstrated its potential as a promising therapeutic agent with high efficacy and low toxicity.
Potential Implications in Various Fields of Research and Industry:
Heparin disaccharide I-H sodium salt has potential implications in various fields of research, including drug discovery, biotechnology, and materials science. It can be used as a therapeutic agent for the treatment of various diseases, including cancer, inflammation, and thrombosis. Moreover, heparin disaccharide I-H sodium salt can be used as a scaffold for tissue engineering and drug delivery. The potential implications of heparin disaccharide I-H sodium salt in the industry include the development of new drugs, medical devices, and materials with improved efficacy and safety.
Limitations and Future Directions:
Although heparin disaccharide I-H sodium salt has shown promising results in preclinical and clinical studies, several limitations and future directions need to be addressed. Some of the limitations include the lack of large-scale production methods, the need for further optimization of its pharmacodynamic properties, and the need for more in-depth toxicology studies. Future directions for heparin disaccharide I-H sodium salt include the development of novel methods for large-scale production, the optimization of its pharmacodynamic and pharmacokinetic properties, and the development of better analytical methods for its quantification in biological samples. Moreover, further studies are needed to investigate its potential applications in tissue engineering and drug delivery.
Conclusion:
Heparin disaccharide I-H sodium salt is a promising therapeutic agent with several potential applications in drug discovery, biotechnology, and materials science. Its unique structure and biological properties make it an attractive candidate for various therapeutic and diagnostic applications. However, further studies are needed to optimize its pharmacokinetic and pharmacodynamic properties, develop large-scale production methods, and evaluate its safety in clinical trials. The potential implications of heparin disaccharide I-H sodium salt in various fields of research and industry are enormous, and it is a promising area of research that warrants further investigation.
CAS Number | 136098-04-9 |
Product Name | Heparin disaccharide I-H sodium salt |
IUPAC Name | trisodium;(2R,3R,4S)-2-[(2R,3S,4R,5R)-5-amino-4,6-dihydroxy-2-(sulfonatooxymethyl)oxan-3-yl]oxy-4-hydroxy-3-sulfonatooxy-3,4-dihydro-2H-pyran-6-carboxylate |
Molecular Formula | C12H16NNa3O16S2 |
Molecular Weight | 563.4 g/mol |
InChI | InChI=1S/C12H19NO16S2.3Na/c13-6-7(15)9(5(26-11(6)18)2-25-30(19,20)21)28-12-8(29-31(22,23)24)3(14)1-4(27-12)10(16)17;;;/h1,3,5-9,11-12,14-15,18H,2,13H2,(H,16,17)(H,19,20,21)(H,22,23,24);;;/q;3*+1/p-3/t3-,5+,6+,7+,8+,9+,11?,12-;;;/m0.../s1 |
InChI Key | WHYGSGRAJJCXLY-LXROVJCJSA-K |
SMILES | C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(OC(C(C2O)N)O)COS(=O)(=O)[O-])C(=O)[O-].[Na+].[Na+].[Na+] |
Canonical SMILES | C1=C(OC(C(C1O)OS(=O)(=O)[O-])OC2C(OC(C(C2O)N)O)COS(=O)(=O)[O-])C(=O)[O-].[Na+].[Na+].[Na+] |
Isomeric SMILES | C1=C(O[C@H]([C@@H]([C@H]1O)OS(=O)(=O)[O-])O[C@@H]2[C@H](OC([C@@H]([C@H]2O)N)O)COS(=O)(=O)[O-])C(=O)[O-].[Na+].[Na+].[Na+] |
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