$31.00 - $92.00
Fmoc-N-Me-L-CyclopentylGly-OH (CAS 187475-29-2) belongs to the n-methylated protected amino-acid building block class. It is used in backbone N-methylated peptide and peptidomimetic synthesis, particularly where backbone N-methylation, conformational tuning and proteolytic-stability/SAR studies is required.
N-methylation increases steric demand during coupling; reagent choice and coupling time may need adjustment relative to the unmethylated residue. The most relevant purchasing decision is whether this exact derivative removes a known synthetic constraint in the planned sequence or small-molecule route.
Product Information
| Product Name | Fmoc-N-Me-L-CyclopentylGly-OH |
| Catalog No. | AS4237 |
| CAS No. | 187475-29-2 |
| Molecular Formula | C23H25NO4 |
| Molecular Weight | 379.45 g/mol |
| Compound Type | N-methylated protected amino-acid building block |
| Primary Research Use | Backbone N-methylated peptide and peptidomimetic synthesis |
Backbone N-Methylation
Fmoc-N-Me-L-CyclopentylGly-OH introduces an N-methylated amino-acid unit into peptide or peptidomimetic synthesis. Backbone N-methylation removes an amide hydrogen after incorporation and can alter local conformation, hydrogen bonding and proteolytic susceptibility.
Coupling Considerations
N-methylated residues are more sterically demanding than their unmethylated analogs. Difficult couplings may require stronger activation, longer reaction time or sequence-specific optimization rather than simple reagent excess.
Selection in SAR Programs
Use the exact residue and stereochemistry required by the design. N-methylation and side-chain changes should be treated as separate variables when interpreting conformational or activity effects.
Compare neighboring reagents in our noncanonical amino acids. Full-sequence work is covered under protected peptide building blocks.
Product Documents
MSDS - Fmoc-N-Me-L-CyclopentylGly-OH (AS4237)
The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.
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 N-methylation change in Fmoc-N-Me-L-CyclopentylGly-OH?
It removes a backbone amide hydrogen after incorporation and can alter local hydrogen bonding, conformation and proteolytic susceptibility.
Can Fmoc-N-Me-L-CyclopentylGly-OH be more difficult to couple?
Yes. Its N-methylated backbone nitrogen is more sterically demanding than the corresponding unmethylated residue, so activation and reaction time may need sequence-specific adjustment.
Can the opposite stereoisomer replace Fmoc-N-Me-L-CyclopentylGly-OH?
No. Stereochemistry and N-methylation are independent structural variables and can produce different peptide conformations.