Cas no 36473-36-6 (5-Iodo-3-indolyl-β-D-galactopyranoside)
5-Iodo-3-indolyl-β-D-galactopyranoside Chemical and Physical Properties
Names and Identifiers
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- b-D-Galactopyranoside,5-iodo-1H-indol-3-yl
- 5-Iodo-3-indolyl-β-D-galactopyranoside
- 5-IODO-3-INDOLYL-B-D-GALACTOPYRANOSIDE
- (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(5-iodo-1H-indol-3-yl)oxy]oxane-3,4,5-triol
- AKOS027250782
- 36473-36-6
- 5-Iodo-3-indoxyl-beta-D-galactopyranoside
- SCHEMBL414315
- 5-Iodo-3-indoxyl- beta -D-galactopyranoside
- MFCD00798400
- (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-((5-iodo-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triol
- Purple-beta-D-Gal
- 5-Iodo-3-indolyl-?-D-galactopyranoside
- 5-Iodo-3-indolyl-beta -D-galactopyranoside, >=98% (HPLC), solid
- 5-Iodo-3-indolyl-beta-D-galactopyranoside
- 5-IODO-3-INDOLYL-BETA -D-GALACTOPYRANOSI
- DA-77238
-
- Inchi: 1S/C14H16INO6/c15-6-1-2-8-7(3-6)9(4-16-8)21-14-13(20)12(19)11(18)10(5-17)22-14/h1-4,10-14,16-20H,5H2/t10-,11+,12+,13-,14-/m1/s1
- InChI Key: XNKCQUZRJVDUFR-MBJXGIAVSA-N
- SMILES: IC1C=CC2=C(C=1)C(=CN2)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O
Computed Properties
- Exact Mass: 421.00200
- Monoisotopic Mass: 421.00223g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 5
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 22
- Rotatable Bond Count: 3
- Complexity: 388
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 5
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 0.5
- Topological Polar Surface Area: 115?2
Experimental Properties
- PSA: 115.17000
- LogP: -0.04880
5-Iodo-3-indolyl-β-D-galactopyranoside Security Information
- WGK Germany:3
- Safety Instruction: S22; S24/25
- Storage Condition:2-8°C
5-Iodo-3-indolyl-β-D-galactopyranoside Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM237856-1g |
(2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-((5-iodo-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triol |
36473-36-6 | 95% | 1g |
$844 | 2021-06-15 | |
| TRC | I707425-5mg |
5-Iodo-3-indolyl-β-D-galactopyranoside |
36473-36-6 | 5mg |
$207.00 | 2023-05-18 | ||
| TRC | I707425-50mg |
5-Iodo-3-indolyl-β-D-galactopyranoside |
36473-36-6 | 50mg |
$1642.00 | 2023-05-18 | ||
| Apollo Scientific | BIB6084-100mg |
5-Iodo-3-indolyl-beta-D-galactopyranoside |
36473-36-6 | 100mg |
£80.00 | 2024-05-24 | ||
| Apollo Scientific | BIB6084-250mg |
5-Iodo-3-indolyl-beta-D-galactopyranoside |
36473-36-6 | 250mg |
£160.00 | 2024-05-24 | ||
| Apollo Scientific | BIB6084-500mg |
5-Iodo-3-indolyl-beta-D-galactopyranoside |
36473-36-6 | 500mg |
£315.00 | 2025-02-19 | ||
| Chemenu | CM237856-1g |
(2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-((5-iodo-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triol |
36473-36-6 | 95% | 1g |
$*** | 2023-03-29 | |
| abcr | AB259144-100mg |
5-Iodo-3-indoxyl-beta-D-galactopyranoside; . |
36473-36-6 | 100mg |
€156.80 | 2024-06-09 | ||
| abcr | AB259144-250mg |
5-Iodo-3-indoxyl-beta-D-galactopyranoside; . |
36473-36-6 | 250mg |
€222.80 | 2024-06-09 | ||
| abcr | AB259144-500mg |
5-Iodo-3-indoxyl-beta-D-galactopyranoside; . |
36473-36-6 | 500mg |
€360.10 | 2024-06-09 |
5-Iodo-3-indolyl-β-D-galactopyranoside Suppliers
5-Iodo-3-indolyl-β-D-galactopyranoside Related Literature
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Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
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Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
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Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
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Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
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Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
Additional information on 5-Iodo-3-indolyl-β-D-galactopyranoside
Professional Introduction to 5-Iodo-3-indolyl-β-D-galactopyranoside (CAS No. 36473-36-6)
5-Iodo-3-indolyl-β-D-galactopyranoside, a compound with the chemical identifier CAS No. 36473-36-6, represents a significant advancement in the field of glycoscience and pharmaceutical chemistry. This compound, characterized by its unique structural configuration, has garnered considerable attention due to its versatile applications in biochemical research and drug development. The indolyl moiety and the β-D-galactopyranoside moiety combine to create a molecule with distinct chemical and biological properties, making it a valuable tool in various scientific endeavors.
The structural composition of 5-Iodo-3-indolyl-β-D-galactopyranoside is meticulously designed to facilitate interactions with biological targets, particularly enzymes and receptors involved in glycosylation processes. The presence of the iodine substituent at the 5-position enhances its reactivity, allowing for further functionalization and derivatization, which is crucial in synthetic chemistry and medicinal chemistry applications. This feature makes it an indispensable intermediate in the synthesis of more complex glycosidic compounds, which are often employed as therapeutic agents or research tools.
In recent years, there has been a surge in research focused on understanding the role of glycosylation in disease mechanisms and developing novel glycosidase inhibitors. 5-Iodo-3-indolyl-β-D-galactopyranoside has emerged as a key compound in this area, serving as a substrate for enzymes such as β-galactosidases. These enzymes are implicated in various physiological processes, including cell signaling, immune responses, and pathogen infection. By studying the interactions between 5-Iodo-3-indolyl-β-D-galactopyranoside and these enzymes, researchers can gain deeper insights into their mechanisms of action and explore potential therapeutic interventions.
The compound's relevance extends to the development of new diagnostic tools and biomarkers. The ability to selectively label or tag glycosylated proteins with 5-Iodo-3-indolyl-β-D-galactopyranoside allows for the visualization and quantification of these molecules in biological samples. This is particularly useful in clinical settings where glycosylation patterns can serve as indicators of disease progression or treatment response. Advanced imaging techniques coupled with this compound have shown promise in detecting abnormalities associated with conditions such as cancer and inflammatory diseases.
Moreover, 5-Iodo-3-indolyl-β-D-galactopyranoside plays a pivotal role in drug discovery pipelines. Its structural features make it an excellent scaffold for designing molecules that can modulate glycosylation pathways. For instance, derivatives of this compound have been investigated for their potential to inhibit enzymes that are overexpressed in certain cancers, thereby disrupting tumor growth and metastasis. The versatility of this compound lies in its ability to be modified at multiple positions, allowing chemists to fine-tune its properties for specific applications.
The synthesis of 5-Iodo-3-indolyl-β-D-galactopyranoside involves sophisticated organic transformations that highlight the intersection of carbohydrate chemistry and synthetic methodologies. The process typically begins with the preparation of β-D-galactopyranoside derivatives, which are then functionalized with an indole ring at the 3-position. The introduction of the iodine atom at the 5-position is achieved through halogenation reactions, which require precise control to ensure high yield and purity. These synthetic strategies underscore the importance of advanced chemical techniques in producing complex molecules like this one.
Recent advancements in computational chemistry have further enhanced the utility of 5-Iodo-3-indolyl-β-D-galactopyranoside. Molecular modeling studies have revealed detailed insights into its interactions with biological targets, providing a foundation for rational drug design. By simulating these interactions computationally, researchers can predict how modifications to the molecule might affect its binding affinity and selectivity. This approach has accelerated the development of novel glycosidase inhibitors by reducing the need for extensive experimental screening.
The compound's potential extends beyond academic research into industrial applications. Companies specializing in biochemical reagents have incorporated 5-Iodo-3-indolyl-β-D-galactopyranoside into their product portfolios due to its broad utility. It is widely used in academic laboratories for studying glycosylation mechanisms and in pharmaceutical companies for developing new drugs targeting glycosylation-related diseases. The demand for this compound reflects its importance as a cornerstone in modern glycoscience.
In conclusion, 5-Iodo-3-indolyl-β-D-galactopyranoside (CAS No. 36473-36-6) is a multifaceted compound with significant implications for biochemical research and drug development. Its unique structure and reactivity make it an invaluable tool for studying glycosylation processes and designing novel therapeutic agents. As research continues to uncover new applications for this compound, its importance is only set to grow within the scientific community.
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