$115.00 - $590.00
| Product Name | Fmoc-Orn(Boc)-OH |
|---|---|
| Synonyms | Nδ-Boc-Nα-Fmoc-L-ornithine; Fmoc-L-Orn(Boc)-OH |
| Catalog No. | AS2057 |
| CAS Number | 109425-55-0 |
| Molecular Formula | C25H30N2O6 |
| Molecular Weight | 454.52 g/mol |
| SMILES | CC(C)(C)OC(=O)NCCCC@HC(O)=O |
| Storage Temperature | 2–8°C |
| Appearance | White to off-white solid |
| Melting Point | 111–115°C (reference) |
| Functional Groups | Fmoc-protected α-amino group; Boc-protected δ-amino group; carboxylic acid |
| Primary Application | Fmoc solid-phase peptide synthesis (SPPS) |
Product Overview
Fmoc-Orn(Boc)-OH (CAS 109425-55-0; catalog AS2057) is an Fmoc-protected L-ornithine building block with a Boc-protected side-chain delta-amino group. Ornithine is a non-proteinogenic amino acid. Its side chain contains one fewer methylene group than lysine, making this derivative useful for preparing peptide analogues with a shorter amino-containing side chain.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-Orn(Boc)-OH at >99% purity.
Catalog pack sizes: 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 AS2057, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
Confirm L-ornithine, delta-amino Boc protection, and any required stereochemical test scope. Ornithine is not an interchangeable substitute for lysine.
Alpha-Amino and Side-Chain Protection
Fmoc protects the alpha-amino group used for stepwise peptide assembly, while Boc masks the side-chain amine. Under conventional Fmoc-SPPS conditions, Fmoc is removed during elongation and Boc is retained until the planned acidic deprotection step. The free alpha-carboxyl group is available for coupling.
Boc protection is suited to routes in which the ornithine side-chain amine is released during global deprotection. It should not be assumed to provide selective on-resin access when other acid-labile protections or linkers must remain intact.
Ornithine Substitution and Side-Chain Geometry
Orn-containing analogues can help investigate the effect of amino-side-chain length in peptide structure-activity studies. The shorter chain changes the position of the terminal amine relative to the backbone. A Lys-to-Orn substitution therefore requires an explicit sequence change; it is not a like-for-like replacement of a synthesis reagent.
After suitable deprotection, the side-chain amine can be considered for conjugation or side-chain linkage chemistry. Multiple available amines create a selectivity problem, so branching, labeling, and lactam-cyclization projects need a defined protection sequence. Neither ornithine substitution nor cyclization guarantees improved biological performance.
For the longer side-chain analogue, compare Fmoc-Lys(Boc)-OH and confirm which residue is specified in the target sequence.
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
Can I request an evaluation quantity before a larger ornithine order?
The catalog pack sizes for Fmoc-Orn(Boc)-OH are 100 g, 500 g, and 1 kg. For a quantity outside these sizes, request a product-specific quotation rather than assuming that a smaller sample pack is stocked. Specify AS2057 and the tests needed for your evaluation.
How does ornithine differ from lysine?
Ornithine has three methylene groups between the alpha-carbon and its side-chain amine; lysine has four. This changes side-chain reach and chemical identity.
Is Fmoc-Orn(Boc)-OH ready for selective on-resin labeling?
Not by itself. The full protection and resin strategy must permit release of only the intended delta-amine at the labeling step.
Research Use Only
For research use only. Not for human or veterinary use.