Description

Fmoc-Orn(Ivdde)-OH (CAS No. 1198321-33-3) is a high-purity, protected amino acid derivative widely utilized in peptide synthesis and bioconjugation applications. This compound features an Fmoc (9-fluorenylmethoxycarbonyl) protecting group at the α-amino position and an ivDde (1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl) protecting group at the δ-amino side chain of L-ornithine, ensuring selective deprotection under mild conditions. With the molecular formula C₃₃H₄₀N₂O₆, it is ideal for solid-phase peptide synthesis (SPPS) and orthogonal protection strategies. Its robust stability under standard Fmoc chemistry conditions makes it a preferred choice for researchers designing complex peptides, glycopeptides, or modified biomolecules. Packaged under inert conditions to ensure longevity and performance consistency.

Properties

• CAS Number: 1198321-33-3
• Complexity: 1010
• IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[[1-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohexen-1-yl)-3-methyl-butylidene]amino]pentanoic acid
• InChI: InChI=1S/C33H40N2O6/c1-20(2)16-27(30-28(36)17-33(3,4)18-29(30)37)34-15-9-14-26(31(38)39)35-32(40)41-19-25-23-12-7-5-10-21(23)22-11-6-8-13-24(22)25/h5-8,10-13,20,25-26,36H,9,14-19H2,1-4H3,(H,35,40)(H,38,39)/t26-/m0/s1
• InChI Key: FEZWSEOHAQFMBS-SANMLTNESA-N
• Exact Mass: 560.28863700
• Molecular Formula: C33H40N2O6
• Molecular Weight: 560.7
• SMILES: CC(C)CC(=NCCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)C4=C(CC(CC4=O)(C)C)O
• Topological: 125
• Monoisotopic Mass: 560.28863700
• Synonyms: Fmoc-Orn(Ivdde)-OH, 1198321-33-3, L-Ornithine, N5-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl)amino)pentanoic acid, (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[[1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)-3-methylbutylidene]amino]pentanoic acid, Fmoc-L-Orn(ivDde)-OH, MFCD03788161, AKOS022186045, AS-74979, CS-0137318, D94462, (2S)-5-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanoic acid, N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-gamma[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl]-L-ornithine

Fmoc-Orn(Ivdde)-OH is primarily used in peptide synthesis for the selective protection of ornithine side chains, enabling controlled modification or labeling. It is critical in synthesizing branched peptides, antibody-drug conjugates (ADCs), and multifunctional biomaterials. The ivDde group can be removed with hydrazine without affecting Fmoc, allowing sequential deprotection. Suitable for automated synthesizers and manual workflows in pharmaceutical and biochemical research.

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