S-1-Propenyl-L-cysteine
Based on 6 publication(s) in Google Scholar
S-1-Propenyl-L-cysteine is a stereoisomer of S-allyl-l-cysteine, extracted from garlic, with immunomodulatory effects and reduces blood pressure in a hypertensive animal model. S-1-Propenyl-L-cysteine exhibits antioxidative efficacy through a NO-dependent BACH1 signaling pathway. S-1-Propenyl-L-cysteine is orally active.
For research use only. We do not sell to patients.
- Purity: 99.91%
- CAS No.: 52438-09-2
- Formula: C6H11NO2S
- Molecular Weight:161.22
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Storage:
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Publications Citing Use of MedChemExpress (MCE) S-1-Propenyl-L-cysteine
MoreAll Histamine Receptor Isoforms
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Biological Activity
S-1-Propenyl-L-cysteine NO-dependently upregulates levels of HMOX1, which causes the downregulation of BACH1, leads to a BACH1-degradation in nucleus[2].
S-1-Propenyl-L-cysteine inhibites lipopolysaccharides (LPS)-induced TLR4 signaling pathway by inducing MyD88 degradation through its denaturation and the activation of autophagy[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HUEVCs
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Concentration:0-50 μM
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Incubation Time:24 h
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Result:Increased expression of HMOX1 and decreased levels of BACH1 with prescence of NOR3.
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Cell Line:splenic lymphocytes
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Concentration:0.3 mM
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Incubation Time:20 min
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Result:Increased levels of pAMPK, decreased levels of p-IRAK4 and NF-kB p65.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:spontaneously hypertensive rats (SHR) [3]
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Dosage:6.5 mg/kg
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Administration:p.o., single dosage
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Result:Reduced blood pressure and produced a change in metabolites.
Increased histidine levels after 1.5-3 h after administration.
Chemical Information
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CAS No. 52438-09-2
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Appearance Solid
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Molecular Weight 161.22
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Formula C6H11NO2S
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Color White to off-white
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SMILES
N[C@@H](CS/C=C/C)C(O)=O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Publications (6)
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Journal Impact Factor
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Most Recent
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Cell
Recognition of BACH1 quaternary structure degrons by two F-box proteins under oxidative stress. [Abstract]2024 Dec 26;187(26):7568-7584.e22. PMID: 39504958 -
Food Funct
Improving endothelial health with food-derived H2S donors: an in vitro study with S-allyl cysteine and with a black-garlic extract enriched in sulfur-containing compounds. [Abstract]2023 May 11;14(9):4163-4172. PMID: 37062967 -
Food Sci Biotechnol
Assessment of standardization of domestic commercial black garlic extract for S-allyl-l-cysteine and S-1-propenyl-l-cysteine. [Abstract]2022 Jan 23;31(2):253-260. PMID: 35186355 -
Anal Methods
A novel screening method for free non-standard amino acids in human plasma samples using AccQ·Tag reagents and LC-MS/MS. [Abstract]2023 Jan 26;15(4):445-454. PMID: 36602091 -
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bioRxiv
Distinct Perception Mechanisms of BACH1 Quaternary Structure Degrons by Two F-box Proteins under Oxidative Stress. [Abstract]2024 Jun 3:2024.06.03.594717. PMID: 38895309
Solvent & Solubility
H2O : 2.6 mg/mL (16.13 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
For the following dissolution methods, please prepare the working solution directly:
It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: PBS
Solubility: 5 mg/mL (31.01 mM); Clear solution; Need ultrasonic and warming and heat to 60°C
Purity & Documentation
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Data Sheet (276 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Kodera Y, et al. Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract. Molecules. 2017 Mar 31;22(4). [Content Brief]
[2]. Tsuneyoshi T, et al., S-1-Propenylcysteine augments BACH1 degradation and heme oxygenase 1 expression in a nitric oxide-dependent manner in endothelial cells. Nitric Oxide. 2019 Mar 1;84:22-29. [Content Brief]
[3]. Matsutomo T, et al., Metabolomic study reveals the acute hypotensive effect of S-1-propenylcysteine accompanied by alteration of the plasma histidine level in spontaneously hypertensive rats. J Pharm Biomed Anal. 2019 May 10;168:148-154. [Content Brief]
[4]. Suzuki JI, et al., Anti-inflammatory action of cysteine derivative S-1-propenylcysteine by inducing MyD88 degradation. Sci Rep. 2018 Sep 20;8(1):14148. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 6.2027 mL | 31.0135 mL | 62.0270 mL | 155.0676 mL |
| 5 mM | 1.2405 mL | 6.2027 mL | 12.4054 mL | 31.0135 mL | |
| 10 mM | 0.6203 mL | 3.1014 mL | 6.2027 mL | 15.5068 mL | |
| 15 mM | 0.4135 mL | 2.0676 mL | 4.1351 mL | 10.3378 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.