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Boc-trans-4-F-Pro-OH is a Boc-protected trans-4-fluoroproline derivative. Fluorine substitution changes the electronic and conformational properties of the proline ring without adding a large side chain.
The trans descriptor is essential. The corresponding Boc-Cis-4-F-Pro-OH has the same formula and nominal molecular weight but is a different stereoisomer and should not be treated as interchangeable.
Product Information
| Product Name | Boc-trans-4-F-Pro-OH |
| Catalog No. | AS2075 |
| CAS No. | 203866-14-2 |
| Molecular Formula | C10H16FNO4 |
| Molecular Weight | 233.24 g/mol |
| Building Block Type | Boc-protected trans-4-fluoroproline |
| Primary Applications | Fluoroproline peptide SAR; conformational studies; noncanonical peptide synthesis; protected proline analog chemistry |
Why 4-Fluoroproline Is a Useful SAR Residue
Fluorine can influence pyrrolidine-ring puckering and local peptide conformation through stereoelectronic effects. The biological consequence remains sequence-dependent, so cis/trans matched analogs are especially informative.
Trans Versus Cis Is a Real Structural Variable
The two 4-fluoroproline stereoisomers differ in three-dimensional arrangement at C4 even though routine mass data are identical. We recommend ordering and QC by exact CAS, structure and stereochemical record.
Boc Route Compatibility
The proline nitrogen is Boc-protected. This favors acid-labile N-protection strategies and solution-phase or Boc-oriented synthetic routes rather than routine repetitive Fmoc deprotection.
Procurement and QC
Confirm CAS 203866-14-2, C10H16FNO4 and MW 233.24 g/mol. If both cis and trans materials are used in one program, keep lot identity and analytical records separate because LC-MS will not distinguish them.
For a peptide SAR series comparing fluoroproline stereoisomers, keep synthesis and purification conditions matched where possible. Alan Scientific can prepare these analogs through custom noncanonical peptide synthesis.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
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 the same as Boc-Cis-4-F-Pro-OH?
No. They are stereoisomers with different C4 fluorine configuration.
Can LC-MS distinguish the cis and trans forms?
No, they have the same nominal mass.
Why use fluoroproline?
It is used to probe proline-ring conformation and stereoelectronic effects in peptide SAR.
Related Technical Resources
Read about noncanonical peptide building blocks