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| Product Name | Fmoc-Pro-OH |
|---|---|
| Synonyms | N-Fmoc-L-proline; Fmoc-L-proline |
| Catalog No. | AS0808 |
| CAS Number | 71989-31-6 |
| Molecular Formula | C20H19NO4 |
| Molecular Weight | 337.37 g/mol |
| Appearance | White powder |
| Melting Point | 100–118°C |
| Specific Rotation | -32° ± 2° (C=1 in DMF) |
| Storage Temperature | Cool, dry place (≤25°C) |
| Side-Chain Protection | None required |
| Primary Application | Fmoc-SPPS |
Product Overview
Fmoc-Pro-OH (CAS 71989-31-6; catalog AS0808) is N-Fmoc-L-proline, a cyclic amino acid building block for peptide synthesis. Its side chain connects to the backbone nitrogen to form a pyrrolidine ring. The nitrogen is Fmoc-protected and the carboxyl group remains available for coupling; no separate side-chain protecting group is needed in conventional Fmoc-SPPS.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-Pro-OH at >99% purity.
Catalog pack sizes: 25 g, 100 g, 500 g, and 1 kg.
Quality documentation: See Product Documents below for lot-specific COA request details. Review the analytical methods and results reported for the supplied batch.
Quotation: Email [email protected] with AS0808, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
For proline-rich constructs, confirm L-proline identity and separate reagent acceptance criteria from conformational questions about the finished peptide.
Secondary-Amine Chemistry in Peptide Assembly
After Fmoc removal, resin-bound proline presents a secondary amine rather than the primary amine found for most other deprotected residues. Coupling onto this site should be evaluated using conditions and monitoring appropriate to the sequence. An assay response established for a primary amine should not be assumed to transfer unchanged to a proline terminus.
Incorporating Pro and coupling the next incoming building block onto Pro are distinct steps. Identify which step is incomplete before changing activation conditions or repeating a cycle.
For stepwise coupling and difficult-sequence troubleshooting, consult the practical guide to solid-phase peptide synthesis and assess the actual resin-bound intermediate.
Conformationally Defined Research Peptides
Proline is used in proline-rich sequences, turn-containing peptides, and analogue panels designed to investigate backbone geometry. Its ring restricts local conformational freedom, so replacing another residue with Pro is more than a side-chain substitution.
Peptide bonds preceding Pro can populate cis and trans conformations to a greater extent than most peptide bonds. Their balance is sequence- and environment-dependent; inserting Pro does not guarantee one conformation, a stable turn, or improved target binding. These properties must be assessed in the complete peptide.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis are batch-specific. Please contact us to request a COA, and we will provide it by email.
Frequently Asked Questions
What information is needed for a multi-product peptide-building-block quotation?
List each product name or catalog number and its required quantity, including AS0808 for Fmoc-Pro-OH. Add the delivery destination, required date, and any analytical requirements. A combined inquiry is a request for individually specified materials, not confirmation of a prepacked amino-acid kit.
Does deprotected proline have a primary alpha-amine?
No. Its nitrogen is part of the pyrrolidine ring and is a secondary amine after Fmoc removal.
Will adding proline force a peptide bond into the cis form?
No. Proline affects the accessible conformations, but the cis/trans population depends on the complete molecular environment.
Research Use Only
For research use only. Not for human or veterinary use.