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Fmoc-D-Aph(Cbm)-OH is a D-phenylalanine derivative bearing a para-carbamoylamino substituent on the aromatic ring. The Fmoc group protects the α-amino function while the substituted aryl group remains the defining side-chain feature.
The residue combines D stereochemistry with a polar aromatic urea-like functionality, making it useful for testing aromatic binding contacts without relying on a simple hydrophobic phenylalanine analog.
Product Information
| Product Name | Fmoc-D-Aph(Cbm)-OH |
| Catalog No. | AS4164 |
| CAS No. | 324017-22-3 |
| Molecular Formula | C25H23N3O5 |
| Molecular Weight | 445.48 g/mol |
| Material / Building Block Type | Fmoc-protected D-4-(carbamoylamino)phenylalanine |
| Primary Applications | D-amino-acid peptide SAR; functional aromatic residue incorporation; hydrogen-bonding side-chain studies; noncanonical Fmoc-SPPS |
Application Scope in Functional Aromatic SAR
The para-carbamoylamino group adds hydrogen-bond donors/acceptors and polarity to a phenylalanine-like side chain. It can be used to probe solvent exposure, receptor-pocket hydrogen bonding and aromatic recognition in peptide or peptidomimetic series.
D Stereochemistry as a Separate Variable
The D configuration can alter backbone geometry and protease recognition independently of the aromatic substitution. Matched D/L studies should therefore be designed carefully; broader options are available in D-Form Amino Acids.
Procurement and QC
Confirm CAS 324017-22-3, C25H23N3O5, MW 445.48 g/mol and D/(2R) stereochemistry. PubChem identifies the side chain as 4-(carbamoylamino)phenyl rather than a generic protected aniline.
For functional aromatic D-residue analogs, Alan Scientific can prepare sequence-matched peptides through custom 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
What does Aph(Cbm) represent?
A para-carbamoylamino-substituted phenylalanine derivative.
Can LC-MS prove D stereochemistry?
No.
What is the main application?
Peptide SAR where both D configuration and a polar functionalized aromatic side chain are being tested.