3-Amino-3-cyclopropylpropanoic Acid: FAQs & Lab Guide

3-Amino-3-cyclopropylpropanoic acid is a cyclopropyl-substituted beta-amino acid that serves as a conformationally constrained building block in peptide chemistry, drug discovery, and asymmetric synthesis.

Chemical Name

3-Amino-3-cyclopropylpropanoic acid

SKU / Catalog Number

A183755

Molecular Formula

C6H11NO2

Molecular Weight

129.16 g/mol

Compound Class

Beta-amino acid (cyclopropyl-substituted)

Primary Applications

Peptide synthesis, medicinal chemistry, drug discovery building block

What Is 3-Amino-3-cyclopropylpropanoic Acid?

3-Amino-3-cyclopropylpropanoic acid (CAS catalog SKU A183755) is a beta-amino acid in which the carbon bearing the amino group is also substituted with a cyclopropyl ring. Unlike standard alpha-amino acids, the amino group is located on the beta-carbon relative to the carboxylic acid, making this compound a member of the beta³-amino acid family.

The cyclopropyl substituent introduces conformational constraint, reducing the rotational freedom of the backbone. This rigidity makes the compound valuable as a scaffold in the design of peptidomimetics and bioactive small molecules, where controlled three-dimensional geometry can enhance receptor binding selectivity and metabolic stability relative to flexible acyclic analogs.

The compound contains one stereogenic center at the amino-bearing carbon, so it can exist as (R)- and (S)-enantiomers. Researchers should confirm the stereochemical specification of the material required for their application before ordering.

Handling, Storage, and Solubility

Storage: 3-Amino-3-cyclopropylpropanoic acid should be stored in a tightly sealed container at 2–8 °C, away from moisture and direct light, following standard practices for amino acid building blocks. Always confirm storage conditions specified on the Aladdin product datasheet for the specific lot received.

Solubility: As a zwitterionic beta-amino acid, this compound is expected to show good solubility in water and in polar protic solvents such as methanol and dilute aqueous acid or base. Solubility in purely organic solvents such as dichloromethane or ethyl acetate is likely to be limited without derivatization of the amine or carboxylate groups. Researchers should prepare fresh solutions and verify solubility empirically for their specific buffer or solvent system.

Handling precautions: Follow standard laboratory safety protocols for fine chemical reagents. Wear appropriate personal protective equipment including gloves and eye protection. Consult the Safety Data Sheet (SDS) available from Aladdin Scientific prior to use.

Applications in Synthesis and Drug Discovery

Peptidomimetics and peptide synthesis: Beta-amino acids are established building blocks for the construction of beta-peptides and hybrid alpha/beta-peptides. Incorporation of conformationally restricted beta-amino acids such as 3-amino-3-cyclopropylpropanoic acid can induce defined secondary structures (e.g., helices and turns) in short oligomers, which is relevant for applications in chemical biology and therapeutic peptide design.

Medicinal chemistry building block: The cyclopropyl group is widely exploited in drug discovery because it simultaneously provides lipophilicity, metabolic stability, and conformational constraint. Combining this motif with the beta-amino acid framework gives access to pharmacophores that can modulate targets such as enzymes, ion channels, or G-protein-coupled receptors.

Asymmetric synthesis: The chiral center at the 3-position enables enantioselective studies. Researchers working on asymmetric methodologies may use racemic material as a benchmark substrate or use enantioenriched material as a chiral building block for natural product synthesis or probe compound libraries.

Ordering and Quality Information

How to order: 3-Amino-3-cyclopropylpropanoic acid is available from Aladdin Scientific under SKU A183755. Orders can be placed through the Aladdin online store, by contacting your regional sales representative, or through approved procurement channels used by your institution.

Purity and specification: Please refer to the Certificate of Analysis (CoA) provided with each lot for confirmed purity, analytical data (e.g., HPLC, NMR), and physical characteristics. If a CoA for a specific lot is required prior to purchase for quality assurance purposes, contact Aladdin Scientific customer support.

Quantity and packaging: Available pack sizes may vary. Contact Aladdin Scientific for information on bulk quantities or custom packaging requirements if standard pack sizes do not meet your research needs.

Frequently asked questions

What is the molecular weight and formula of 3-Amino-3-cyclopropylpropanoic acid?

3-Amino-3-cyclopropylpropanoic acid has the molecular formula C6H11NO2 and a molecular weight of approximately 129.16 g/mol. Always verify these values against the Certificate of Analysis for the specific lot received from Aladdin Scientific (SKU A183755).

Is 3-Amino-3-cyclopropylpropanoic acid available as a single enantiomer?

The compound contains a chiral center at the 3-position and can exist as (R)- and (S)-enantiomers. Please check the current Aladdin Scientific catalog or contact customer support to confirm which stereochemical forms are available for SKU A183755, as offerings may be updated over time.

What solvents can be used to dissolve 3-Amino-3-cyclopropylpropanoic acid?

As a zwitterionic beta-amino acid, this compound is expected to dissolve well in water and polar protic solvents such as methanol, and in dilute aqueous acid or aqueous base. Solubility in nonpolar organic solvents is expected to be poor without prior protection of the amine or carboxylate groups. Researchers should empirically verify solubility in their specific application solvent or buffer system.

How should 3-Amino-3-cyclopropylpropanoic acid be stored?

The compound should be stored in a tightly sealed container at 2–8 °C, protected from moisture and light, in accordance with standard practices for amino acid reagents. Always consult the product datasheet and SDS provided by Aladdin Scientific for lot-specific storage recommendations.

What are the main research applications of 3-Amino-3-cyclopropylpropanoic acid?

This compound is primarily used as a conformationally constrained building block in peptidomimetic and beta-peptide synthesis, as a medicinal chemistry scaffold exploiting the metabolic stability and rigidity of the cyclopropyl group, and as a chiral building block in asymmetric synthesis and drug discovery programs targeting enzymes, receptors, or ion channels.

How do I obtain a Certificate of Analysis (CoA) for SKU A183755?

A Certificate of Analysis can be requested from Aladdin Scientific customer support by providing the product SKU (A183755) and the specific lot number. The CoA includes purity data, analytical results, and physical property information for that lot.

References

1. Seebach, D.; Gardiner, J. Beta-Peptidic Peptidomimetics. Accounts of Chemical Research, 2008, 41(10), 1366–1375. doi:10.1021/ar800004d
2. Gellman, S. H. Foldamers: A Manifesto. Accounts of Chemical Research, 1998, 31(4), 173–180. doi:10.1021/ar960298r
3. Wessjohann, L. A.; Brandt, W.; Thiemann, T. Biosynthesis and Metabolism of Cyclopropane Rings in Natural Compounds. Chemical Reviews, 2003, 103(4), 1625–1648. doi:10.1021/cr010010y

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