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| FMOC-LYS(IVDDE)-OH Basic information |
| Product Name: | FMOC-LYS(IVDDE)-OH | | Synonyms: | FMoc-Lys(ivDde)-OH N-α-FMoc-N-ε-1-(4,4-diMethyl-2,6-dioxocyclohex-1 -ylidene)-3-Methylbutyl-L-lysine;Fmoc-Lys(Ddiv)-OH;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutylamino)hexanoic acid;(2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid;Fmoc-Lys(ivDde)-0H;Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine≥ 99.9% (HPLC, Chiral purity);Fmoc-Lys(ivDde)-OH Novabiochem;Nalpha-Fmoc-Nepsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-L-lysine | | CAS: | 204777-78-6 | | MF: | C34H42N2O6 | | MW: | 574.71 | | EINECS: | | Product Categories: | amino acids;amino acid | | Mol File: | 204777-78-6.mol |
| FMOC-LYS(IVDDE)-OH Chemical Properties |
| Boiling point | 765.6±60.0 °C(Predicted) | | density | 1.183±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | Powder | | pka | 3.88±0.21(Predicted) | | color | White | | InChIKey | PYCBVLUBTMHNPW-MHZLTWQESA-N |
| WGK Germany | 3 | | F | 10-21 | | HS Code | 2924 29 70 |
| FMOC-LYS(IVDDE)-OH Usage And Synthesis |
| Description | 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.
| | Chemical Properties | White to pale yellow powder | | Uses | ivDde = 1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butyl The ivDde protective group possesses higher orthogonality regarding Boc and Fmoc in comparison to Dde. Fmoc-Lys(Ddiv)-OH is orthogonally protected lysine. The Ddiv protection is stable to piperidine. | | Uses | 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.
| | References | Wen-Qu, L. I., X. U. Hong-Yan, and L. I. Zhan-Xiong. "Synthesis of End N-Ivdde Protected Amino Acid."Chinese Journal of Synthetic Chemistry 17.2(2009):213-215.
http://www.chempep.com/ChemPep_Products2_Fmoc-Amino-Acid.php?id=101224
Chen, Hui Ting, et al. "Anionic cell penetrating peptide and its use for intracellular delivery." US, US8614194. 2013.
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| FMOC-LYS(IVDDE)-OH Preparation Products And Raw materials |
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