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Fmoc-D-Ala(α-cyclopropyl)-OH is the D-configured α-cyclopropyl alanine building block. It combines inversion of backbone stereochemistry with α-cyclopropyl substitution.
For a matched stereochemical comparison, the current L analog is Fmoc-Ala(α-cyclopropyl)-OH.
Product Information
| Product Name | Fmoc-D-Ala(α-cyclopropyl)-OH |
| Catalog No. | AS2136 |
| CAS No. | 1926163-86-1 |
| Molecular Formula | C21H21NO4 |
| Molecular Weight | 351.40 g/mol |
| Material / Building Block Type | Fmoc-protected α-cyclopropyl D-alanine |
| Primary Applications | D-amino-acid peptide SAR; matched L/D conformational studies; protease-stability research; noncanonical Fmoc-SPPS |
Application Scope in Matched-Pair Stereochemical SAR
A D/L pair can help separate stereochemical effects from the steric effect of the same α-cyclopropyl substituent. This is useful in protease-stability, receptor-binding and conformational studies.
Steric Demand During Coupling
D configuration does not reduce the α-substitution sterics. Coupling can remain more demanding than ordinary Ala, particularly next to other β-branched or N-methyl residues.
Procurement and QC
Confirm CAS 1926163-86-1, C21H21NO4, MW 351.40 g/mol and D stereochemistry. LC-MS cannot distinguish it from the L enantiomer.
Alan Scientific can prepare D-amino-acid analog series 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.
Fmoc-D-Ala(α-cyclopropyl)-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
Can LC-MS distinguish the D and L analogs?
No.
Why use the D form?
To probe stereochemical recognition and often protease sensitivity.
Does the cyclopropyl group remain in the final residue?
Yes.