$85.71 - $257.14
Fmoc-1-methyl-D-tryptophan combines D-tryptophan stereochemistry with methylation of the indole N1 position.
Indole N-methylation removes the indole N-H hydrogen-bond donor while retaining the aromatic bicyclic surface, allowing hydrogen-bonding and stereochemical effects to be probed independently from a complete loss of the Trp ring system.
Product Information
| Product Name | Fmoc-1-methyl-D-tryptophan |
| Catalog No. | AS2121 |
| CAS No. | 168471-22-5 |
| Molecular Formula | C27H24N2O4 |
| Molecular Weight | 440.49 g/mol |
| Material / Building Block Type | Fmoc-protected N1-methyl-D-tryptophan |
| Primary Applications | D-Trp peptide SAR; indole N-methylation studies; protease-stability research; noncanonical aromatic Fmoc-SPPS |
Application Scope in Trp SAR
This residue can be used in receptor-binding, peptide-mimetic and protease-stability studies where both D configuration and indole N-H availability are variables.
Aromatic and Hydrogen-Bonding Consequences
The N-methyl group increases steric volume on the indole nitrogen and eliminates its donor capacity. These changes can alter binding, solubility and aromatic stacking even when overall hydrophobic character remains high.
Procurement and QC
Confirm CAS 168471-22-5, C27H24N2O4, MW 440.49 g/mol, D configuration and indole N1 methylation. Neither stereochemistry nor methyl position can be inferred from mass alone.
Alan Scientific can prepare matched D/L and N1-methyl/Trp peptide analogs 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-1-methyl-D-tryptophan 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
Where is the methyl group?
On the indole N1 nitrogen.
What changes when indole N1 is methylated?
The indole N-H donor is removed and local steric bulk increases.
Can LC-MS confirm D configuration?
No.