Fmoc-Lys(ivDde)-OH, N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine
Empirical Formula (Hill Notation): | C34H42N2O6 |
CAS Number: | 204777-78-6 |
Molecular Weight: | 574.71 |
MDL number: | MFCD01631658 |
UNSPSC Code: | 12352209 |
NACRES: | NA.22 |
Assay | ≥85.0% (acidimetric) |
≥97% (TLC) | |
≥99.0% (HPLC) | |
form | powder |
reaction suitability | reaction type: Fmoc solid-phase peptide synthesis |
application(s) | peptide synthesis |
functional group | amine |
storage temp. | -10 to -25°C |
SMILES string | N([C@@H](CCCCNC(=C4C(=O)CC(CC4=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3 |
InChI key | PYCBVLUBTMHNPW-MHZLTWQESA-N |
Fmoc-lys(IVDDE)-OH is a kind of FMOC (9H-fluoren-9-ylmethoxycarbon) and N-IVDDE (1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butyl) double protected amino acid (lysine). It is important during peptide manufacturing. It is mainly used for the production of peptides which required to be modified on the Lysine side chain, including peptides labeled peptides, PEGylated peptides or peptides cyclized through the Lys side chain. It can also be used for the manufacturing of anionic cell penetrating peptide which is useful for intracellular delivery of therapeutic agents such as proteins and nucleic acids. The IVDDE group can be conveniently removed thorough hydrazine in the presence of acid labile groups.
Fmoc-Lys(ivDde)-OH is especially useful for preparing peptides selectively modified on the Lys sidechain, such as peptides labeled peptides, PEGylated peptides or peptides cyclized through the Lys sidechain. The ivDde protective group possesses higher orthogonality regarding Boc and Fmoc in comparison to Dde. The ivDde group can be selectively removed with hydrazine in the presence of acid labile groups such as t-butyl and trityl based protecting groups.
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ORID products are tested extensively in-house and supplied worldwide to the Life Sciences industries.
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