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| Product Name | Fmoc-His(Trt)-OH |
|---|---|
| Synonyms | Nα-Fmoc-Nim-trityl-L-histidine |
| Catalog No. | AS2034 |
| CAS Number | 109425-51-6 |
| Molecular Formula | C40H33N3O4 |
| Molecular Weight | 619.71 g/mol |
| SMILES | C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)C[C@@H](C(=O)O)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57 |
| Storage Temperature | Cool, dry place (≤25°C) |
| Appearance | White powder |
| Specific Rotation | +86° ± 8° (C=5 in CHCl3) |
| Side-Chain Protection | Trt-protected imidazole |
| Primary Application | Fmoc solid-phase peptide synthesis (SPPS) |
Product Overview
Fmoc-His(Trt)-OH (CAS 109425-51-6; catalog AS2034) is an Fmoc-protected L-histidine building block with trityl protection on the imidazole side chain. It is used to introduce His residues during Fmoc solid-phase peptide synthesis. The alpha-carboxyl group remains available for coupling, while Fmoc and Trt control reactivity at the amino group and imidazole functionality.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-His(Trt)-OH at >99% purity.
Catalog pack sizes: 25 g, 100 g, 500 g, and 1 kg.
Quality documentation: See Product Documents below for lot-specific COA request details. Review the analytical methods and results reported for the supplied batch.
Quotation: Email [email protected] with AS2034, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
Specify any required stereochemical testing in addition to the >99% purity specification. Distinguish incoming-reagent qualification from the final-peptide impurity assessment.
Histidine Activation and Epimerization
Histidine can be sensitive to epimerization under some activation and coupling conditions. Reagent choice, activation time, base exposure, and temperature should be assessed together, rather than treating an increase in reaction severity as a universally effective solution to incomplete coupling.
An L-histidine starting-material specification describes the supplied reagent. It does not prove that stereochemistry is unchanged throughout peptide synthesis. Epimeric peptides have the same molecular mass, so an intact-mass match alone cannot exclude this impurity class. The analytical method must be capable of addressing the stereochemical question.
For sequence-dependent troubleshooting, review racemization and other side reactions in SPPS before selecting a strategy for difficult His-containing couplings.
Applications in Histidine-Containing Sequences
Fmoc-His(Trt)-OH supports synthesis of histidine-containing research peptides and analogue panels examining the imidazole side chain. After suitable deprotection, histidine residues can participate in protonation-dependent interactions and metal coordination, depending on their sequence environment.
A protected histidine reagent is not itself a validated metal-binding probe or a guarantee of a desired pH response. For such applications, define the full sequence, terminal groups, and assay conditions. The Trt group must be appropriately removed when the native imidazole functionality is required.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis are batch-specific. Please contact us to request a COA, and we will provide it by email.
Frequently Asked Questions
Does >99% purity establish the D-His impurity level?
Not by itself. A stereochemical limit requires a suitable method and a separately reported result. Request the relevant test scope when qualifying Fmoc-His(Trt)-OH, rather than interpreting an unspecified overall purity percentage as a D-His specification.
Does Trt protection guarantee no histidine epimerization?
No. It protects the imidazole side chain, while epimerization depends on the full activation and coupling conditions.
Can standard mass confirmation distinguish L-His and D-His in a peptide?
Not on molecular mass alone. Those stereochemical alternatives are isobaric; an appropriate discriminatory analysis is required.
Research Use Only
For research use only. Not for human or veterinary use.