Fmoc-(R)-2-(7-octenyl)Ala-OH

Name: Fmoc-(R)-2-(7-octenyl)Ala-OH
Brand: MedChemExpress
SKU: HY-W006886
Rating: 4.5 (1 reviews)

Cat. No.: HY-W006886 Purity: 99.43% ee.: 99.76%: Data Sheet
COA

SDS
Handling Instructions
FAQs
Technical Support

Fmoc-(R)-2-(7-octenyl) Ala-OH is an unnatural Fmoc-protected amino acid and modification module. Fmoc-(R)-2-(7-octenyl) Ala-OH serves as a key building block for all-hydrocarbon cross-linking modification of antimicrobial peptides, and facilitates the generation of stapled peptide derivatives. When introduced into specific sites of the parent peptide, Fmoc-(R)-2-(7-octenyl) Ala-OH effectively increases the α-helix content of the peptide chain, thereby significantly enhancing its antimicrobial activity and proteolytic stability. Fmoc-(R)-2-(7-octenyl) Ala-OH is widely used in research on bacterial infections and the development of related antimicrobial agents. Stapled peptide is a specially chemically modified polypeptide. It locks the peptide chain into a stable α-helical structure by introducing a "staple"-like chemical bridge (usually an all-carbon backbone) at specific positions of the peptide chain.

For research use only. We do not sell to patients.

Custom Peptide Synthesis

Fmoc-(R)-2-(7-octenyl)Ala-OH Chemical Structure

CAS No. : 945212-26-0

Size	Stock	Quantity

Free Sample (0.1 - 0.2 mg)	Apply Now
Free Sample (0.1 - 0.2 mg)	Apply Now
Solid or liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid or liquid
100 mg	In-stock	Estimated Time of Arrival: December 31
250 mg	In-stock	Estimated Time of Arrival: December 31
500 mg	In-stock	Estimated Time of Arrival: December 31
1 g	In-stock	Estimated Time of Arrival: December 31
5 g	Get quote
10 g	Get quote

or Bulk Inquiry

* Please select Quantity before adding items.

This product is a controlled substance and not for sale in your territory.

Customer Review

Based on 1 publication(s) in Google Scholar

Featured Recommendations

•Related Small Molecules:

•Related Proteins:

Biological Activity
Purity & Documentation
References
Customer Review

Description

Fmoc-(R)-2-(7-octenyl) Ala-OH is an unnatural Fmoc-protected amino acid and modification module. Fmoc-(R)-2-(7-octenyl) Ala-OH serves as a key building block for all-hydrocarbon cross-linking modification of antimicrobial peptides, and facilitates the generation of stapled peptide derivatives. When introduced into specific sites of the parent peptide, Fmoc-(R)-2-(7-octenyl) Ala-OH effectively increases the α-helix content of the peptide chain, thereby significantly enhancing its antimicrobial activity and proteolytic stability. Fmoc-(R)-2-(7-octenyl) Ala-OH is widely used in research on bacterial infections and the development of related antimicrobial agents^[1]^[2]. Stapled peptide is a specially chemically modified polypeptide. It locks the peptide chain into a stable α-helical structure by introducing a "staple"-like chemical bridge (usually an all-carbon backbone) at specific positions of the peptide chain.

In Vitro

Fmoc-(R)-2-(7-octenyl)Ala-OH (25 μM; up to 12 h) has a degradation half-life of 0.57 h in α-chymotrypsin at 37°C and is completely degraded after 12 h of incubation when incorporated into A4K14-citropin 1.1-Sp6^[1].
Fmoc-(R)-2-(7-octenyl)Ala-OH (0.39-50 μM; 96 h) inhibits the viability of C4-2B, A549, U87, and MCF-7 cells with IC₅₀ values of 35.84 μM, 30.19 μM, 34.49 μM, and 23.78 μM, respectively, when incorporated into A4K14-citropin 1.1-Sp6^[1].
Fmoc-(R)-2-(7-octenyl)Ala-OH (Fmoc-R8-OH) (18-20 h) incorporated into stapled Figainin 2 derivatives exhibit antimicrobial activity with MIC values of 9.3-18.7 μg/mL against Acinetobacter baumannii, and 37.5 μg/mL against Pseudomonas aeruginosa, Staphylococcus aureus, and Escherichia coli^[2].

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

Cell Viability Assay^[1]

Cell Line:	human prostate cancer C4-2B cells, human lung cancer A549 cells, human glioma U87 cells, human breast cancer MCF-7 cells
Concentration:	0.39-50 μM (A4K14-citropin 1.1-Sp6, containing Fmoc-(R)-2-(7-octenyl) Ala-OH)
Incubation Time:	96 h
Result:	Inhibited viability of C4-2B cells with an IC₅₀ of 35.84 μM. Inhibited viability of A549 cells with an IC₅₀ of 30.19 μM. Inhibited viability of U87 cells with an IC₅₀ of 34.49 μM. Inhibited viability of MCF-7 cells with an IC₅₀ of 23.78 μM.

Molecular Weight

421.53

Formula

C₂₆H₃₁NO₄

CAS No.

945212-26-0

Appearance

Solid-Liquid Mixture

Color

Off-white to yellow

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Solvent & Solubility

In Vitro:

DMSO : 200 mg/mL (474.46 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	2.3723 mL	11.8616 mL	23.7231 mL
5 mM	0.4745 mL	2.3723 mL	4.7446 mL
10 mM	0.2372 mL	1.1862 mL	2.3723 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 (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.

Molarity Calculator
Dilution Calculator

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

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 99.43% ee.: 99.76%

Select Batch:

Data Sheet (273 KB) SDS (458 KB)

COA (248 KB) HNMR (118 KB) RP-HPLC (243 KB) NP-HPLC (201 KB) LCMS (235 KB)

Handling Instructions (2659 KB)

References

[1]. Wang N, et al. Design, Synthesis, and Antitumor Activities Study of Stapled A4K14-Citropin 1.1 Peptides. Front Chem. 2020;8:616147. Published 2020 Dec 10.

[2]. Xue J, et al. All-hydrocarbon stapling enables improvement of antimicrobial activity and proteolytic stability of peptide Figainin 2. J Pept Sci. 2024;30(6):e3566.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	2.3723 mL	11.8616 mL	23.7231 mL	59.3078 mL
	5 mM	0.4745 mL	2.3723 mL	4.7446 mL	11.8616 mL
	10 mM	0.2372 mL	1.1862 mL	2.3723 mL	5.9308 mL
	15 mM	0.1582 mL	0.7908 mL	1.5815 mL	3.9539 mL
	20 mM	0.1186 mL	0.5931 mL	1.1862 mL	2.9654 mL
	25 mM	0.0949 mL	0.4745 mL	0.9489 mL	2.3723 mL
	30 mM	0.0791 mL	0.3954 mL	0.7908 mL	1.9769 mL
	40 mM	0.0593 mL	0.2965 mL	0.5931 mL	1.4827 mL
	50 mM	0.0474 mL	0.2372 mL	0.4745 mL	1.1862 mL
	60 mM	0.0395 mL	0.1977 mL	0.3954 mL	0.9885 mL
	80 mM	0.0297 mL	0.1483 mL	0.2965 mL	0.7413 mL
	100 mM	0.0237 mL	0.1186 mL	0.2372 mL	0.5931 mL