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51368-20-8 ,Beta-xylopyranosyl azide, CAS:51368-20-8

51368-20-8 ,Beta-xylopyranosyl azide,
CAS:51368-20-8
C5H9N3O4 / 175.14
MFCD16621028

b-D-Xylopyranosyl azide

1-叠氮-beta-D-木糖,

Beta-Xylopyranosyl azide (β-XylpN3) is a carbohydrate derived azide often used as a substrate for a myriad of enzymes, including glycosyltransferases and hydrolases. It is a structural analogue of the substrate UDP-xylose, and is widely utilized in biochemical and medicinal research. In this paper, we aim to provide an in-depth analysis of the physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, and limitations and future directions of β-XylpN3.

Definition and Background:

Beta-xylopyranosyl azide or β-XylpN3, is a nitrogen-containing sugar derivative containing an azide functional group. It is commonly used as an enzymatic substrate due to its close structural resemblance to UDP-xylose, a key building block of complex carbohydrate structures. The azide functional group on β-XylpN3 allows for it to be incorporated into cells and tissues, providing researchers with a tool to study carbohydrate metabolism and processes of glycosylation.

Synthesis and Characterization:

β-XylpN3 can be synthesized through various methods, with many approaches originating from the chemical synthesis of azides. One of the most common strategies involves the reduction of xylose utilizing sodium borohydride or other reducing agents, followed by the conversion of the hydroxyl group to an azide functionality using azidotrimethylsilane. This reaction yields β-XylpN3 in moderate to high yields, and can be purified using standard chromatography techniques. The characterization of β-XylpN3 can be achieved utilizing various spectroscopic techniques including IR spectroscopy, 1H and 13C NMR spectroscopy, and mass spectrometry.

Analytical Methods:

The analysis of β-XylpN3 in various applications can be achieved using various analytical techniques, with the most common including HPLC, TLC, and GC-MS. These analytical methods permit researchers to quantify the amount of β-XylpN3 present in a sample, track its metabolic fate, and evaluate the effect of the compound in different biological systems.

Biological Properties:

β-XylpN3 has been shown to be a useful tool in examining the role of carbohydrates in various biological processes. In particular, the compound has been shown to be incorporated into cell surface glycans and to participate in cell-to-cell communication, immune response and cell signaling. Additionally, β-XylpN3 has been found to be a potent inhibitor of the bacterial enzyme BtGH51β-glucanase, which is critical for pathogen survival and virulence.

Toxicity and Safety in Scientific Experiments:

The use of β-XylpN3 in scientific experiments requires the evaluation of its toxicity and safety for human and animal consumption. The toxicity of β-XylpN3 on various organisms has not been extensively investigated, but in vitro and in vivo studies have demonstrated low toxicity and minimal adverse effects on cell viability and proliferation. It is important to note that although β-XylpN3 appears to be safe for consumption, all necessary precautions and safety measures should be taken while handling and administering the compound.

Applications in Scientific Experiments:

β-XylpN3 has numerous applications in scientific experiments, including the study of carbohydrate metabolism, glycosyltransferase activity, and glycan-mediated biological processes. Furthermore, β-XylpN3 has been used for surface modification of biomaterials and is currently being explored for the development of novel glycan-based vaccines.

Current State of Research:

The use of β-XylpN3 in scientific research has increased significantly in recent years, with numerous reports appearing in high-profile scientific journals. Ongoing research is focused on identifying new applications for β-XylpN3, including novel therapeutics, biomaterials and biosensors.

Potential Implications in Various Fields of Research and Industry:

The use of β-XylpN3 has significant implications in various fields of research and industry, including the development of novel vaccines, therapeutic agents, and biomaterials. Moreover, β-XylpN3 is a useful biochemical tool that is widely used in carbohydrate research.

Limitations and Future Directions:

Although β-XylpN3 has numerous potential applications, it does have limitations that must be addressed in future research. One major limitation is the need for more efficient synthetic methods that offer higher yield and lower overall cost. Additionally, the knowledge gap in regards to the toxicity and long-term safety of β-XylpN3 must be addressed to pave the way for its successful application in industry and medicine. Future research should also focus on developing new analytical, diagnostic and therapeutic applications utilizing β-XylpN3.

Future Directions:

The research on β-XylpN3 is still in its early stages, with numerous questions to be addressed. Some of the potential future directions of this research include:

1. The synthesis of modified β-XylpN3 compounds that are more efficient substrates for enzymes, have higher bioavailability, or can elicit specific biological effects.

2. The further exploration of the use of β-XylpN3 in the development of novel vaccines, therapeutics or targeted drug delivery systems.

3. The examination of the metabolic fate of β-XylpN3 in various organisms, including humans.

4. The development of more efficient sample preparation and analytical methods for the quantification and analysis of β-XylpN3.

5. The identification of new areas where β-XylpN3 can be applied in various scientific disciplines.

6. The determination of the long-term safety and toxicity of β-XylpN3 in clinical trials and animal studies.

7. The design of novel biosensors utilizing β-XylpN3 for rapid and sensitive detection of various analytes.

8. The development of new analytical methods to study the effect of β-XylpN3 in vivo in different model organisms.

9. The exploration of the use of β-XylpN3 in the modification of biomaterials with improved biocompatibility and bioactivity properties.

10. The development of novel inhibitors and probes utilizing β-XylpN3 to study various biological processes.

CAS Number51368-20-8
Product Namebeta-Xylopyranosyl azide
IUPAC Nameimino-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]iminoazanium
Molecular FormulaC5H9N3O4
Molecular Weight175.14 g/mol
InChIInChI=1S/C5H10N3O4/c6-8-7-5-4(11)3(10)2(9)1-12-5/h2-6,9-11H,1H2/q+1/t2-,3+,4-,5-/m1/s1
InChI KeyITCZIUAYOYISIB-KKQCNMDGSA-N
SMILESC1C(C(C(C(O1)N=[N+]=N)O)O)O
Canonical SMILESC1C(C(C(C(O1)N=[N+]=N)O)O)O
Isomeric SMILESC1[C@H]([C@@H]([C@H]([C@@H](O1)N=[N+]=N)O)O)O
CAS No: 51368-20-8 MDL No: MFCD16621028 Chemical Formula: C5H9N3O4 Molecular Weight: 175.14


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