8.52083

Fmoc-Dpr(ivDde)-OH

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

• Synonym(e): N-α-Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-diaminopropionic acid
• Empirische Formel (Hill-System): C₃₁H₃₆N₂O₆
• CAS-Nummer: 607366-20-1
• Molekulargewicht: 532.63
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• product name: Fmoc-Dpr(ivDde)-OH, Novabiochem^®
• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥95.0% (acidimetric); ≥98% (TLC); ≥99.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: amine
• Lagertemp.: 15-25°C
• InChI: 1S/C31H36N2O6/c1-18(2)13-24(28-26(34)14-31(3,4)15-27(28)35)32-16-25(29(36)37)33-30(38)39-17-23-21-11-7-5-9-19(21)20-10-6-8-12-22(20)23/h5-12,18,23,25,32H,13-17H2,1-4H3,(H,33,38)(H,36,37)/t25-/m0/s1
• InChIKey: HLIFXCXTXPXGNH-VWLOTQADSA-N

Beschreibung

Allgemeine Beschreibung

This orthogonally-protected diaminopropionic acid derivative is based on the hindered Dde variant ivDde. The side-chain ivDde group is considerably more stable to piperidine than Dde and is less prone to migrate from protected to unprotected side-chains ^[1]. However, migration from side-chain to the unprotected α-amino group of Dpr is unavoidable ^[2]. This side-reaction can, however, be minimized by the appropriate choice of coupling method for the subsequent residue, see ^[3].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 [4].

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] R. Wilhelm, et al., Poster 34 presented at the 16th American Peptide Symposium, Minneapolis, 1999.
^[3] J. Beythien & P. Schneeberger, in ′Peptides 2000, Proc. 26th European Peptide Symposium′, EDK, Paris, 2001, pp. 361.
^[4] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.

Verlinkung

Replaces: 04-12-1195

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Enantiomerenreinheit: ≥ 99.5 % (a/a)
Reinheit (DC(157A)): ≥ 98 %
Reinheit (DC(CMA2)): ≥ 98 %
Gehalt (HPLC, Fl.%): ≥ 99.0 % (a/a)
Löslichkeit (1 mmol in 2 ml DMF): klar löslich
Gehalt (acidimetrisch): ≥ 95.0 %
Wasser (K. F.): ≤ 1.00 %
DC-Bedingungen gemäß den Angaben unseres Hauptkataloges

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable