8.52082

Fmoc-Lys(ivDde)-OH

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonim(y): Fmoc-Lys(ivDde)-OH, N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine
• Wzór empiryczny (zapis Hilla): C₃₄H₄₂N₂O₆
• Numer CAS: 204777-78-6
• Masa cząsteczkowa: 574.71
• Numer MDL: MFCD01631658
• Kod UNSPSC: 12352209
• NACRES: NA.22

Właściwości

• Nazwa produktu: Fmoc-Lys(ivDde)-OH, Novabiochem^®
• Poziom jakości: 200
• linia produktu: Novabiochem^®
• Próba: ≥85.0% (acidimetric); ≥97% (TLC); ≥99.0% (HPLC)
• Formularz: powder
• przydatność reakcji: reaction type: Fmoc solid-phase peptide synthesis
• producent / nazwa handlowa: Novabiochem^®
• Zastosowanie: peptide synthesis
• grupa funkcyjna: amine
• temp. przechowywania: -10 to -25°C
• ciąg SMILES: N([C@@H](CCCCNC(=C4C(=O)CC(CC4=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• Klucz InChI: PYCBVLUBTMHNPW-MHZLTWQESA-N

Opis

Opis ogólny

This orthogonally-protected lysine derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains ^[1].When removing ivDde in the presence of allyl based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group ^[2].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS


Literature references

^[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.
^[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
^[3] V. Wittmann & S. Seeberger (2000) Angew. Chem. Int. Ed. Engl., 39, 4348.

Zastosowanie

• Fmoc Solid-Phase Peptide Synthesis of Human α-Calcitonin Gene-Related Peptide and Two Fluorescent Analogs: This study highlights the use of Fmoc-Lys(ivDde)-OH at residue 24 during the synthesis of human α-calcitonin gene-related peptide, demonstrating its utility in peptide labeling and fluorescence studies (M Fuente-Moreno et al., researchgate.net).

Powiązanie

Replaces: 04-12-1193

Komentarz do analizy

Color (visual): white to slightly yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157B)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.00 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Informacje prawne

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable