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(S)-2-Piperidinone-6-carboxylic acid is a six-membered cyclic lactam bearing a stereodefined carboxylic acid. Its ring-constrained architecture makes it relevant to noncanonical amino-acid and peptidomimetic route development.
The molecule is best viewed as a constrained lactam scaffold rather than a ready-to-use Fmoc peptide monomer.
Product Information
| Product Name | (S)-2-Piperidinone-6-carboxylic acid |
| Catalog No. | AS4162 |
| CAS No. | 34622-39-4 |
| Molecular Formula | C6H9NO3 |
| Molecular Weight | 143.14 g/mol |
| Material / Building Block Type | S-configured piperidinone carboxylic acid / cyclic lactam scaffold |
| Primary Applications | Constrained amino-acid synthesis; pipecolic-acid-related scaffold development; peptidomimetic SAR; medicinal-chemistry intermediate synthesis |
Application Scope in Constrained Scaffold Design
Piperidinone and pipecolic-acid-related frameworks are used to restrict backbone or side-chain geometry in medicinal chemistry and peptide mimetics. The lactam carbonyl adds polarity while the six-membered ring reduces conformational freedom.
Conversion into Peptide-Ready Derivatives
The free carboxyl can participate in derivatization, while the lactam nitrogen and ring functionality may require protection or transformation depending on the target. Route design should start from the desired final ring state rather than a generic SPPS protocol.
Procurement and QC
Confirm CAS 34622-39-4, C6H9NO3, MW 143.14 g/mol and S configuration. Chiral identity cannot be established by molecular mass alone.
For constrained lactam-containing targets, Alan Scientific can support custom peptide and peptidomimetic synthesis.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
(S)-2-Piperidinone-6-carboxylic acid MSDS
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
Is this a standard Fmoc amino acid?
No.
What is the main structural feature?
A six-membered piperidinone lactam ring with a stereodefined carboxylic acid.
Why use such a scaffold?
To introduce conformational constraint and a distinct polar ring system.
Related Technical Resources
Read about noncanonical peptide building blocks