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Home Product Protected Amino Acids, Resins & Reagents D-Form Amino Acids Fmoc-D-Pro-OH

DESCRIPTION

Fmoc-D-Pro-OH is an Fmoc-protected D-proline building block used in solid-phase peptide synthesis. Proline’s pyrrolidine ring links the side chain back to the backbone nitrogen, giving the residue a conformational profile that differs substantially from most other alpha-amino acids.

D-Pro can be used to introduce defined turns, alter backbone geometry or create stereochemical analogs of proline-containing sequences. Because proline coupling and downstream conformation can be sequence-dependent, D-Pro is often selected as a structural design element rather than simply as a mirror-image substitution.

Product Information

Product NameFmoc-D-Pro-OH
Catalog No.AS3034
CAS No.101555-62-8
Molecular FormulaC20H19NO4
Molecular Weight337.37 g/mol
Protecting GroupsFmoc protection on the proline ring nitrogen; no side-chain protection
Primary ApplicationD-proline incorporation and conformational design in Fmoc-SPPS

Application Scope and Assay Relevance

Primary use: Conformationally influential D-proline building block used to introduce turns and restrict local backbone geometry in peptides.

Typical in vitro relevanceD-Pro is widely used to nucleate beta-turns and beta-hairpins. Relevant assays include CD/NMR structural analysis, protease-degradation assays, antimicrobial MIC testing, membrane interaction, hemolysis and cell-selectivity studies for designed hairpin peptides.
In vivo relevanceD-Pro-containing final peptides may proceed to in vivo efficacy or stability testing when the designed conformation retains biological activity. Structural stabilization alone does not guarantee improved in vivo performance.

D-Pro is a strong conformational design element

The cyclic proline backbone restricts phi-angle freedom. Reversing the proline stereochemistry can therefore produce pronounced local conformational changes in turns and constrained motifs.

Purchasing and QC Considerations

Confirm CAS 101555-62-8, chiral purity and lot-specific assay. Reference suppliers report this product specifically for Fmoc-SPPS and peptide synthesis.

Frequently Asked Questions

What is unusual about proline?

Its side chain closes back onto the backbone nitrogen, restricting local backbone conformation.

Does D-Pro need side-chain protection?

No additional side-chain protecting group is normally required.

Why use D-Pro?

It is often used to alter turn geometry, conformational preference and stereochemical recognition.

Product Documents

A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.

MSDS_Fmoc-D-Pro-OH_AS3034

Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.

Related Technical Resources

See D-Form Amino Acids for a closely related building block or synthesis resource.

Browse the complete D-Form Amino Acids category or use Alan Scientific's Chemical Peptide Synthesis service for custom peptides containing D-amino acids.

Research Use Only.

Fmoc-D-Pro-OH

Catalog No: AS3034
Cas No: 101555-62-8

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