$275.00 - $827.00
Boc-His(Trt)-OH is Nα-Boc-Nim-Trt-L-histidine. Boc protects the backbone amino group while trityl masks the imidazole nitrogen, reducing unwanted imidazole participation during protected peptide synthesis.
The corresponding Fmoc-route building block is Fmoc-His(Trt)-OH. Both use Trt on the imidazole, but Boc and Fmoc require different temporary N-deprotection chemistry.
Product Information
| Product Name | Boc-His(Trt)-OH |
| Catalog No. | AS2028 |
| CAS No. | 32926-43-5 |
| Molecular Formula | C30H31N3O4 |
| Molecular Weight | 497.58 g/mol |
| Building Block Type | Nα-Boc-Nim-Trt-L-histidine |
| Primary Applications | Boc-compatible peptide synthesis; protected histidine fragment chemistry; solution-phase coupling; stereochemically controlled His incorporation |
Why Protect Histidine's Imidazole
Histidine's imidazole can participate in proton transfer, metal coordination, nucleophilic chemistry, and acid-base interactions. Trt protection reduces side-chain reactivity while the backbone is being assembled.
Boc Versus Fmoc Route Compatibility
Boc is acid-labile and is associated with a different chain-elongation strategy from Fmoc, which is base-labile. The choice should be made at the route level rather than by swapping one protected histidine reagent into an otherwise unchanged protocol.
Histidine Racemization Is Still a Process Risk
Side-chain Trt protection does not guarantee stereochemical integrity during activation. Histidine is sensitive to epimerization under unfavorable coupling conditions, so preactivation time and base exposure should be controlled. The SPPS practical guide provides broader context for sequence-sensitive coupling behavior.
Procurement and QC
Confirm CAS 32926-43-5, C30H31N3O4, MW 497.58 g/mol, L configuration, Nα-Boc protection, and N(im)-Trt protection. If the final peptide's stereochemistry is critical, evaluate process conditions as well as raw-material purity.
For high-purity His-containing peptides or route transfers between Boc and Fmoc chemistry, Alan Scientific can review the synthesis 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 Trt protect?
Trt protects an imidazole nitrogen of histidine.
Is this the same as Fmoc-His(Trt)-OH?
No. The side-chain protection is similar, but the α-amino protecting group and deprotection strategy differ.
Does Trt eliminate histidine racemization?
No. Activation and coupling conditions can still cause epimerization.