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γ-Glutamyl-S-1-propenyl cysteine

Cat No.:V28807 Purity: ≥98%
γ-Glutamyl-S-1-propenyl cysteine is a compound obtained from garlic.
γ-Glutamyl-S-1-propenyl cysteine
γ-Glutamyl-S-1-propenyl cysteine Chemical Structure CAS No.: 91216-96-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
100mg
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Product Description
γ-Glutamyl-S-1-propenyl cysteine is a compound obtained from garlic.
γ-Glutamyl-S-1-propenyl cysteine (CAS 91216-96-5) is a sulfur-containing dipeptide and glutamyl peptide found in garlic (Allium sativum), chives (Allium schoenoprasum), and onions. Also known as N-γ-glutamyl-S-trans-(1-propenyl)cysteine, this compound serves as a precursor to flavor compounds and antioxidants in Allium species. It has strong free radical scavenging activity and is being studied for its potential biological activities.
Biological Activity I Assay Protocols (From Reference)
Targets
The molecular target of γ-Glutamyl-S-1-propenyl cysteine is not fully characterized. As a sulfur-containing peptide found in garlic, it is known to have antioxidant properties and free radical scavenging activity. Studies suggest potential applications in inhibiting osteoclastogenesis and modulating flavor. Further research is needed to identify its specific molecular targets and mechanisms of action.
ln Vitro
In vitro, γ-Glutamyl-S-1-propenyl cysteine demonstrates strong free radical scavenging activity. As a sulfur-containing compound from garlic, it contributes to the antioxidant properties of Allium species. Its activity is typically assessed using standard antioxidant assays such as DPPH or ABTS radical scavenging assays.
ln Vivo
In vivo activity data for γ-Glutamyl-S-1-propenyl cysteine are limited in the available literature. As a natural compound from garlic, it is being studied for its potential health benefits. Its antioxidant properties suggest potential applications in preventing oxidative stress-related diseases. Further in vivo studies are needed to characterize its efficacy and safety.
Enzyme Assay
In vitro antioxidant assays for γ-Glutamyl-S-1-propenyl cysteine involve measuring its ability to scavenge free radicals. Standard assays such as DPPH (2,2-diphenyl-1-picrylhydrazyl) or ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)) radical scavenging assays are used. The compound is incubated with the radical solution, and the decrease in absorbance is measured to quantify scavenging activity. These assays provide a measure of the compound's antioxidant capacity.
Cell Assay
In vitro cellular assays for γ-Glutamyl-S-1-propenyl cysteine are performed using cell lines to assess its biological effects. As a garlic-derived compound, it may be evaluated for its effects on oxidative stress, inflammation, or osteoclastogenesis. Cells are treated with the compound, and cellular responses such as reactive oxygen species levels, inflammatory marker expression, or osteoclast differentiation are measured.
Animal Protocol
In vivo animal experimental protocols for γ-Glutamyl-S-1-propenyl cysteine are not extensively documented in the available literature. As a natural product research compound, in vivo studies would typically involve administration to animal models to assess antioxidant or anti-inflammatory effects. The compound would be administered via oral or parenteral routes.
ADME/Pharmacokinetics
Pharmacokinetic properties of γ-Glutamyl-S-1-propenyl cysteine have not been systematically characterized. The compound has a molecular weight of 290.34 and molecular formula C11H18N2O5S. It is soluble in water at 130 mg/mL and in DMSO at 4.23 mg/mL. It appears as a compound isolated from garlic. Further PK studies are needed.
Toxicity/Toxicokinetics
Toxicological data for γ-Glutamyl-S-1-propenyl cysteine are not extensively reported. As a natural compound from garlic, it is generally considered safe for consumption at dietary levels. However, as a research compound, its safety profile has not been formally evaluated in comprehensive toxicology studies. Standard laboratory safety precautions should be followed when handling this compound.
References

[1]. Isolation and Identification of Three γ-Glutamyl Tripeptides and Their Putative Production Mechanism in Aged Garlic Extract. J Agric Food Chem. 2018 Mar 21;66(11):2891-2899.

Additional Infomation
N-γ-glutamyl-S-trans-(1-propenyl)cysteine is a dipeptide. It has been reported that garlic (Allium sativum) and chives (Allium schoenoprasum) contain N-γ-glutamyl-S-trans-(1-propenyl)cysteine, and relevant data are available for reference.
γ-Glutamyl-S-1-propenyl cysteine is a sulfur-containing peptide with CAS number 91216-96-5, molecular formula C11H18N2O5S, and molecular weight 290.34. It is found in garlic, chives, and onions and serves as a precursor to flavor compounds and antioxidants. It demonstrates strong free radical scavenging activity and is used in antioxidant research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H18N2O5S
Molecular Weight
290.336021900177
Exact Mass
290.093
CAS #
91216-96-5
PubChem CID
87289205
Appearance
White to off-white solid powder
LogP
-2.8
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
9
Heavy Atom Count
19
Complexity
359
Defined Atom Stereocenter Count
2
SMILES
[C@@H](C(=O)O)(CSC=CC)NC(=O)CC[C@H](N)C(=O)O
InChi Key
MUFSTXJBHAEIBT-ZASJQLQOSA-N
InChi Code
InChI=1S/C11H18N2O5S/c1-2-5-19-6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,5,7-8H,3-4,6,12H2,1H3,(H,13,14)(H,15,16)(H,17,18)/b5-2+/t7-,8-/m0/s1
Chemical Name
(2S)-2-amino-5-[[(1R)-1-carboxy-2-[(E)-prop-1-enyl]sulfanylethyl]amino]-5-oxopentanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~130 mg/mL (~447.75 mM)
DMSO : ~4.23 mg/mL (~14.57 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (344.42 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4442 mL 17.2212 mL 34.4424 mL
5 mM 0.6888 mL 3.4442 mL 6.8885 mL
10 mM 0.3444 mL 1.7221 mL 3.4442 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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