Description

Fmoc-Alpha-Me-Orn(Boc)-OH (CAS No. 1315449-95-6) is a high-purity, protected amino acid derivative designed for advanced peptide synthesis applications. This compound features an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the alpha-amine and a Boc (tert-butoxycarbonyl) group on the ornithine side chain, ensuring selective deprotection during solid-phase peptide synthesis (SPPS). With a molecular formula of C₂₆H₃₂N₂O₆ and a molecular weight of 468.55 g/mol, it is ideal for researchers requiring precise control over peptide assembly. The alpha-methyl substitution introduces steric hindrance, enabling conformational studies and peptide backbone modifications. This product is rigorously tested by HPLC and MS to guarantee ≥95% purity, making it suitable for demanding pharmaceutical and biotechnological research.

Properties

• CAS Number: 1315449-95-6
• Complexity: 713
• IUPAC Name: (2S)-5-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-pentanoic acid
• InChI: InChI=1S/C26H32N2O6/c1-25(2,3)34-23(31)27-15-9-14-26(4,22(29)30)28-24(32)33-16-21-19-12-7-5-10-17(19)18-11-6-8-13-20(18)21/h5-8,10-13,21H,9,14-16H2,1-4H3,(H,27,31)(H,28,32)(H,29,30)/t26-/m0/s1
• InChI Key: HUGFTODLQPYAOF-SANMLTNESA-N
• Exact Mass: 468.22603674
• Molecular Formula: C26H32N2O6
• Molecular Weight: 468.5
• SMILES: C[C@](CCCNC(=O)OC(C)(C)C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Topological: 114
• Monoisotopic Mass: 468.22603674
• Synonyms: 1315449-95-6, Fmoc-Alpha-Me-Orn(Boc)-OH, Fmoc-alpha-me-l-orn(boc)-oh, (2S)-5-{[(tert-butoxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylpentanoic acid, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid, (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid, MFCD17019257, (2S)-5-([(TERT-BUTOXY)CARBONYL]AMINO)-2-(([(9H-FLUOREN-9-YL)METHOXY]CARBONYL)AMINO)-2-METHYLPENTANOIC ACID, Fmoc-(Me)Orn(Boc)-OH, Fmoc-|A-Me-Orn(Boc)-OH, Fmoc-beta-Me-Orn(Boc)-OH, SCHEMBL15893672, AKOS030212534, AS-58652, (S)-Na-Fmoc-NW-Boc-alpha-Methylornithine, CS-0357472, D97207, S-1315449-95-6

Application

Fmoc-Alpha-Me-Orn(Boc)-OH is widely used in peptide synthesis, particularly for introducing ornithine residues with alpha-methylation to study steric effects on peptide folding. It is essential for developing constrained peptides and peptidomimetics in drug discovery. The Boc protection on the ornithine side chain allows orthogonal deprotection strategies in multi-step syntheses.

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