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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks Boc-Cis-4-F-Pro-OH

DESCRIPTION

Boc-Cis-4-F-Pro-OH is the cis-configured 4-fluoroproline counterpart to Boc-trans-4-F-Pro-OH. Both compounds share C10H16FNO4 and MW 233.24 g/mol, but they present fluorine differently on the pyrrolidine ring.

This makes the pair useful for matched stereochemical studies. A change in activity or conformation can be associated with C4 configuration rather than a change in elemental composition.

Product Information

Product NameBoc-Cis-4-F-Pro-OH
Catalog No.AS2074
CAS No.203866-13-1
Molecular FormulaC10H16FNO4
Molecular Weight233.24 g/mol
Building Block TypeBoc-protected cis-4-fluoroproline
Primary ApplicationsFluoroproline peptide SAR; conformational studies; noncanonical peptide synthesis; protected proline analog chemistry

Cis Fluorination as a Conformational Probe

4-Fluoroproline stereochemistry can bias ring conformation and influence local peptide structure. The effect is context-dependent and should be evaluated in the final peptide rather than inferred from the isolated building block.

Why Mass Is Not Enough

Cis and trans stereoisomers have the same formula and molecular mass. A correct CAS number, drawn structure and stereochemical QC are therefore primary procurement requirements.

Boc Protection Strategy

Boc protects the proline nitrogen and is removed under acidic conditions. This protection choice should be coordinated with any other acid-labile groups in the synthetic route.

Procurement and QC

Confirm CAS 203866-13-1 and the cis assignment. Where both isomers are used in a study, consistent purity specifications and matched downstream synthesis make the comparison more interpretable.

Matched cis/trans fluoroproline peptides can be synthesized through custom peptide synthesis with noncanonical residues.

Product Documents

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

Boc-Cis-4-F-Pro-OH 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

How does this differ from the trans isomer?

The fluorine has the opposite stereochemical relationship at C4.

Do cis and trans 4-fluoroproline have different MW values?

No. They have the same formula and molecular weight.

Why use the cis form?

It provides a distinct stereoelectronic and conformational perturbation for peptide SAR.

Related Technical Resources

Compare Boc-trans-4-F-Pro-OH

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Research Use Only.

Boc-Cis-4-F-Pro-OH

Catalog No: AS2074
Cas No: 203866-13-1

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