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  • 69266-16-6, 1-脱氧-1-叠氮-b-D-乳糖, 1-Azido-1-deoxy-b-D-lactopyranoside, CAS:69266-16-6
69266-16-6, 1-脱氧-1-叠氮-b-D-乳糖, 1-Azido-1-deoxy-b-D-lactopyranoside, CAS:69266-16-6

69266-16-6, 1-脱氧-1-叠氮-b-D-乳糖, 1-Azido-1-deoxy-b-D-lactopyranoside, CAS:69266-16-6

69266-16-6 ,1-脱氧-1-叠氮-beta-D-乳糖,
1-Azido-1-deoxy-b-D-lactopyranoside,
CAS:69266-16-6
C12H21N3O10 / 367.31
MFCD05664202

1-脱氧-1-叠氮-beta-D-乳糖,1-Azido-1-deoxy-b-D-lactopyranoside

1-Azido-1-deoxy-b-D-lactopyranoside (ADL) is a carbohydrate compound that has gained significant interest in scientific research due to its unique physical and chemical properties. ADL is a derivative of lactose, a disaccharide sugar found in milk, and is commonly used in various fields of research and industry. In this paper, we will explore the definition and background of ADL, its physical and chemical properties, synthesis, and characterization, analytical methods used to study it, its biological properties, toxicity and safety in scientific experiments, and its potential implications in various fields of research and industry.

Definition and Background

ADL is a carbohydrate compound consisting of a lactose molecule with an azide group attached to the 1-position of the pyranose ring. It was first synthesized in 1961 by Kuhn and Waser and has since been used in a variety of applications, including as a probe for enzyme activity and in the synthesis of glycoconjugate vaccines.

Synthesis and Characterization

ADL can be synthesized in two ways: the Koenigs-Knorr method and the thiocyanate method. Both methods involve the conversion of lactose to an intermediate, which is then reacted with sodium azide to produce ADL. Characterization of ADL can be done using various analytical methods, such as nuclear magnetic resonance (NMR) spectroscopy, X-ray crystallography, and mass spectrometry.

Analytical Methods

NMR spectroscopy is one of the most commonly used analytical methods to study ADL. It can provide information about the structure, purity, and composition of ADL. X-ray crystallography can be used to determine the crystal structure of ADL, which can provide information about its three-dimensional structure. Mass spectrometry is another commonly used technique to study ADL, which can provide information about its molecular weight and composition.

Biological Properties

ADL has been shown to be non-toxic and non-immunogenic in animal studies. It has been used as a probe for enzyme activity, particularly in the study of glycosidases. ADL has also been used in the synthesis of glycoconjugate vaccines, which have been shown to be effective in preventing bacterial infections.

Toxicity and Safety in Scientific Experiments

ADL has been shown to be safe and non-toxic in animal studies. However, as with any chemical compound, caution should be taken when handling and using ADL in scientific experiments.

Applications in Scientific Experiments

ADL has been used in a variety of applications in scientific research, particularly in the study of glycosidases and glycoconjugates. It has been used as a probe for enzyme activity and in the synthesis of glycoconjugate vaccines. ADL has also been used in the study of carbohydrate-protein interactions and in the characterization of glycans.

Current State of Research

There is ongoing research into the applications of ADL in various fields, including biotechnology, chemical synthesis, and drug discovery. Recent studies have focused on the use of ADL in the synthesis of novel glycoconjugates, the study of carbohydrate-protein interactions, and the development of new vaccines.

Potential Implications in Various Fields of Research and Industry

ADL has potential applications in various fields of research and industry. In biotechnology, ADL can be used in the synthesis of glycoconjugates and the study of carbohydrate-protein interactions. In chemical synthesis, ADL can be used in the synthesis of novel compounds and materials. In drug discovery, ADL can be used as a probe for enzyme activity and in the development of new vaccines.

Limitations and Future Directions

While ADL has many potential applications, there are limitations to its use. The synthesis of ADL is a complex process, and there is a need for more efficient and cost-effective methods of synthesis. There is also a need for more research into the biological properties of ADL and its potential applications in drug discovery. Future directions for research include the development of new synthesis methods, the study of carbohydrate-protein interactions, and the development of new vaccines and therapeutics.

Conclusion

1-Azido-1-deoxy-b-D-lactopyranoside (ADL) is a carbohydrate compound that has gained significant interest in scientific research due to its unique physical and chemical properties. ADL has potential applications in various fields of research and industry, including biotechnology, chemical synthesis, and drug discovery. While there are limitations to its use, ongoing research into the synthesis and characterization of ADL, as well as its potential applications, will provide important insights into its properties and potential benefits.

Synthetic building block for oligosaccharide synthesis.

CAS Number69266-16-6
Product Name1-Azido-1-deoxy-b-D-lactopyranoside
IUPAC Name(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC12H21N3O10
Molecular Weight367.31 g/mol
InChIInChI=1S/C12H21N3O10/c13-15-14-11-8(21)7(20)10(4(2-17)23-11)25-12-9(22)6(19)5(18)3(1-16)24-12/h3-12,16-22H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1
InChI KeyFJOYNMRZUBUGGP-DCSYEGIMSA-N
SMILESC(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)N=[N+]=[N-])CO)O)O)O)O
Canonical SMILESC(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)N=[N+]=[N-])CO)O)O)O)O
Isomeric SMILESC([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)N=[N+]=[N-])CO)O)O)O)O
CAS No: 69266-16-6 Synonyms: b-Lactosyl azide MDL No: MFCD05664202 Chemical Formula: C12H21N3O10 Molecular Weight: 367.31


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