1. Metabolic Enzyme/Protease
  2. Herbicide Photosystem II
  3. Sarmentine

Sarmentine is a broad-spectrum contact herbicide and PSII inhibitor, with an IC50 of 3.0 μM and a Ki of 1.5 μM against spinach, an IC50 of 1.72 μM against wild-type Amaranthus retroflexus, and an IC50 of 0.97 μM against triazine-resistant Amaranthus retroflexus. Sarmentine competitively binds to the QB binding site of plastoquinone on PSII, thereby blocking photosynthetic electron transport. Sarmentine inhibits enoyl-ACP reductase in Arabidopsis thaliana by targeting the early fatty acid synthesis process, with an IC50 of 18.3 μM. Sarmentine induces light-independent loss of plasma membrane integrity and electrolyte leakage. Sarmentine also exhibits antiplasmodial, antimycobacterial, antituberculous, and antiplatelet aggregation activities.

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Sarmentine

Sarmentine Chemical Structure

CAS No. : 78910-33-5

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Description

Sarmentine is a broad-spectrum contact herbicide and PSII inhibitor, with an IC50 of 3.0 μM and a Ki of 1.5 μM against spinach, an IC50 of 1.72 μM against wild-type Amaranthus retroflexus, and an IC50 of 0.97 μM against triazine-resistant Amaranthus retroflexus. Sarmentine competitively binds to the QB binding site of plastoquinone on PSII, thereby blocking photosynthetic electron transport. Sarmentine inhibits enoyl-ACP reductase in Arabidopsis thaliana by targeting the early fatty acid synthesis process, with an IC50 of 18.3 μM. Sarmentine induces light-independent loss of plasma membrane integrity and electrolyte leakage. Sarmentine also exhibits antiplasmodial, antimycobacterial, antituberculous, and antiplatelet aggregation activities[1].

In Vitro

Sarmentine (3-300 μM; 24 h; dark incubation) induces light-independent plasma membrane disruption at ≥100 μM across cucumber, redroot pigweed, mustard, velvetleaf, and large crabgrass, with I50 values ranging from 38.3 to 91.8 μM after 24 h dark incubation, and its 30 μM activity is light-stimulated in cucumber[1].
Sarmentine (30 μM; 4 h dark; incubation) completely inhibits photosynthetic electron transport in cucumber cotyledons after 4 h dark incubation, reducing activity to 11% of controls[1].
Sarmentine inhibits photosynthetic oxygen evolution in isolated spinach, wild-type redroot pigweed, and triazine-resistant redroot pigweed thylakoid membranes with I50 values of 3.0 μM, 1.72 μM, and 0.97 μM, respectively[1].
Sarmentine (10 μM; 15 min; on ice) competes with Atrazine (HY-N7091) for binding to the QB site of PSII in isolated spinach thylakoid membranes, with an apparent Ki of 1.5 μM[1].
Sarmentine (100 μM; 15 min; 37°C) does not inhibit L-amino acid oxidase activity[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Sarmentine (10 mgmg/mL-300 μM; foliar spray, dark incubation, dark incubation followed by high light exposure; single application) acts as a potent broad-spectrum contact herbicide, causing >90% injury to sensitive weeds, disrupting plant membranes (I50 38-80 μM across broadleaf species and cucumber) and inhibiting photosynthetic electron transport to drive weed desiccation, with light-dependent enhancement of activity at lower concentrations[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

221.34

Formula

C14H23NO

CAS No.
Appearance

Solid

SMILES

C(/C=C/C=C/CCCCC)(=O)N1CCCC1

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (451.79 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 4.5179 mL 22.5897 mL 45.1794 mL
5 mM 0.9036 mL 4.5179 mL 9.0359 mL
View the 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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

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Volume (start)

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
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.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (11.29 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: 2.5 mg/mL (11.29 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
References

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. 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
DMSO 1 mM 4.5179 mL 22.5897 mL 45.1794 mL 112.9484 mL
5 mM 0.9036 mL 4.5179 mL 9.0359 mL 22.5897 mL
10 mM 0.4518 mL 2.2590 mL 4.5179 mL 11.2948 mL
15 mM 0.3012 mL 1.5060 mL 3.0120 mL 7.5299 mL
20 mM 0.2259 mL 1.1295 mL 2.2590 mL 5.6474 mL
25 mM 0.1807 mL 0.9036 mL 1.8072 mL 4.5179 mL
30 mM 0.1506 mL 0.7530 mL 1.5060 mL 3.7649 mL
40 mM 0.1129 mL 0.5647 mL 1.1295 mL 2.8237 mL
50 mM 0.0904 mL 0.4518 mL 0.9036 mL 2.2590 mL
60 mM 0.0753 mL 0.3765 mL 0.7530 mL 1.8825 mL
80 mM 0.0565 mL 0.2824 mL 0.5647 mL 1.4119 mL
100 mM 0.0452 mL 0.2259 mL 0.4518 mL 1.1295 mL
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Sarmentine
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HY-W099725
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