AlliinCAS# 556-27-4 |
- L-(±)-Alliin
Catalog No.:BCN0294
CAS No.:17795-26-5
Quality Control & MSDS
3D structure
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| Cas No. | 556-27-4 | SDF | Download SDF |
| PubChem ID | 9576089 | Appearance | Powder |
| Formula | C6H11NO3S | M.Wt | 177.22 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Synonyms | (+)-L-Alliin | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid | ||
| SMILES | N[C@@H](C[S](=O)CC=C)C(O)=O | ||
| Standard InChIKey | XUHLIQGRKRUKPH-ITZCMCNPSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Alliin protects against Lipopolysaccharides (LPS)-induced acute lung injury (ALI) by activating PPARγ, which subsequently inhibits LPS-induced NF-κB activation and inflammatory response, alliin may be used as an anti-inflammatory agent in the treatment of ALI. 2. Alliin has antiglycating potential , it offers protection against glucose or methyglyoxal induced glycation of superoxide dismutase. 3. Alliin has a good antiglycating effect and hence is expected to have therapeutic potential in the prevention of glycation-mediated diabetic complications. 4. Alliin and sabinene have detectable levels of antimicrobial activity. 5. Alliin has an inhibitory effect in osteoclasteogenesis with a dose-dependent manner via blocking the c-Fos-NFATc1 signaling pathway, it could be a potential therapeutic agent in the treatment of osteoporosis. |
| Targets | PPAR | TNF-α | IL Receptor | NF-kB | SOD | NADPH-oxidase | ROS |
Alliin Dilution Calculator
Alliin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.6427 mL | 28.2135 mL | 56.427 mL | 112.8541 mL | 141.0676 mL |
| 5 mM | 1.1285 mL | 5.6427 mL | 11.2854 mL | 22.5708 mL | 28.2135 mL |
| 10 mM | 0.5643 mL | 2.8214 mL | 5.6427 mL | 11.2854 mL | 14.1068 mL |
| 50 mM | 0.1129 mL | 0.5643 mL | 1.1285 mL | 2.2571 mL | 2.8214 mL |
| 100 mM | 0.0564 mL | 0.2821 mL | 0.5643 mL | 1.1285 mL | 1.4107 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Effects of alliin on LPS-induced acute lung injury by activating PPARgamma.[Pubmed:28711511]
Microb Pathog. 2017 Sep;110:375-379.
Alliin is a garlic organosulfur compound that possesses various pharmacological properties. In the present study, the protective effects and molecular mechanism of Alliin on Lipopolysaccharides (LPS)-induced acute lung injury (ALI) were analyzed. LPS-induced ALI was induced in BALB/c mice by intranasal instillation of LPS. Alliin was administered intraperitoneally to mice 1 h after LPS treatment. The results showed that Alliin markedly inhibited lung myeloperoxidase (MPO) activity and wet/dry (W/D) ratio induced by LPS. Alliin also inhibited TNF-alpha and IL-1beta in the bronchoalveolar lavage fluid (BALF) induced by LPS. Furthermore, LPS-induced lung pathological injury was attenuated by treatment of Alliin. LPS-induced NF-kappaB activation was significantly inhibited by Alliin. In addition, the expression of peroxisome proliferator-activated receptor gamma (PPARgamma) was up-regulated by treatment of Alliin. Taken together, these results suggested that Alliin protected against LPS-induced ALI by activating PPARgamma, which subsequently inhibited LPS-induced NF-kappaB activation and inflammatory response. Alliin might be used as an anti-inflammatory agent in the treatment of ALI.
Alliin Attenuated RANKL-Induced Osteoclastogenesis by Scavenging Reactive Oxygen Species through Inhibiting Nox1.[Pubmed:27657047]
Int J Mol Sci. 2016 Sep 20;17(9). pii: ijms17091516.
The healthy skeleton requires a perfect coordination of the formation and degradation of bone. Metabolic bone disease like osteoporosis is resulted from the imbalance of bone formation and/or bone resorption. Osteoporosis also reflects lower level of bone matrix, which is contributed by up-regulated osteoclast-mediated bone resorption. It is reported that monocytes/macrophage progenitor cells or either hematopoietic stem cells (HSCs) gave rise to multinucleated osteoclasts. Thus, inhibition of osteoclastic bone resorption generally seems to be a predominant therapy for treating osteoporosis. Recently, more and more natural compounds have been discovered, which have the ability of inhibiting osteoclast differentiation and fusion. Alliin (S-allyl-l-cysteine sulfoxides, SACSO) is the major component of aged garlic extract (AGE), bearing broad-spectrum natural antioxidant properties. However, its effects on bone health have not yet been explored. Hence, we designed the current study to explore its effects and role in receptor activator of nuclear factor-kappaB ligand (RANKL)-induced osteoclast fusion and differentiation. It was revealed that Alliin had an inhibitory effect in osteoclasteogenesis with a dose-dependent manner via blocking the c-Fos-NFATc1 signaling pathway. In addition, Alliin decreased the generation of reactive oxygen species (ROS) and down-regulated the expression of NADPH oxidase 1 (Nox1). The overall results revealed that Alliin could be a potential therapeutic agent in the treatment of osteoporosis.
Antibacterial activity of medicinal plants from The Physicians of Myddvai, a 14th century Welsh medical manuscript.[Pubmed:28344030]
J Ethnopharmacol. 2017 May 5;203:171-181.
ETHNOPHARMACOLOGICAL RELEVANCE: Antimicrobial drug resistance is a growing threat to global public health. Historical records and herbal texts relating to traditional Celtic medicine indicate an extensive pharmacopeia of plants for treating infections likely caused by microbes. However, a major barrier for successful integration of these remedies into mainstream practice is the current lack of accurate interpretation and scientific validation. MATERIALS AND METHODS: We investigated the flora of the Isle of Arran, Scotland, via in situ targeted screening of 83 out of 138 plants identified in Meddygion Myddvai (a 14th century Welsh manuscript) to treat conditions related to microbial infections, and an additional 18 plants from modern ethnobotanical knowledge on the island (Scottish School of Herbal Medicine). In a follow-up proof-of-concept study, bioassay-guided fractionation was performed to identify bioactive constituents from two high scoring hits that inhibited Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative) bacterial growth. RESULTS: 67 historical plants (80.7%) and 14 modern plants (77.8%) were found to have detectable levels of antimicrobial activity when tested using Mobile Discovery kits, with human saliva as a source of bacteria for screening. Sabinene, a natural bicyclic monoterpene from juniper "berries" (Juniperus communis L.) and Alliin, a natural sulfoxide from garlic cloves (Allium sativum L.), were isolated and confirmed as primary antibacterial leads. CONCLUSION: Using historical medical sources such as those associated with traditional Celtic medicine to guide rigorous, evidence-based scientific investigation, provides additional leads for new and alternative bioactive molecules for combating bacterial diseases.
Inhibitory effect of alliin from Allium sativum on the glycation of superoxide dismutase.[Pubmed:28502851]
Int J Biol Macromol. 2017 Oct;103:182-193.
Inhibition of glycation is an important approach for alleviating diabetic complications. Alliin, the most abundant sulphur compound in garlic has been demonstrated to possess antidiabetic activity. However, there is no scientific evidence supporting its antiglycating activity. The objective of this study was to determine the inhibitory effect of Alliin on glucose and methyglyoxal (MG)-induced glycation of an important antioxidant enzyme, superoxide dismutase (SOD). Glycation of SOD resulted in a decrease in enzyme activity, fragmentation/cross-linking, reduced cross-reactivity with anti-SOD antibodies, both tertiary and secondary structural changes, and formation of AGEs and fibrils. Alliin offered protection against glucose or MG induced glycation of SOD. The antiglycating potential of Alliin appears to be comparable with that of quercetin which is reported to be a potent natural inhibitor of glycation. Alliin has a good antiglycating effect and hence is expected to have therapeutic potential in the prevention of glycation-mediated diabetic complications.
