8.52086

Fmoc-Asp(O-2-PhiPr)-OH

≥97% (TLC), for peptide synthesis, Novabiochem^®

• Synonym(e): N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
• Empirische Formel (Hill-System): C₂₈H₂₇NO₆
• CAS-Nummer: 200336-86-3
• Molekulargewicht: 473.52
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• product name: Fmoc-Asp(O-2-PhiPr)-OH, Novabiochem^®
• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥93.0% (acidimetric); ≥95.0% (HPLC); ≥97% (TLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: Fmoc
• Lagertemp.: 15-25°C
• InChI: 1S/C28H27NO6/c1-28(2,18-10-4-3-5-11-18)35-25(30)16-24(26(31)32)29-27(33)34-17-23-21-14-8-6-12-19(21)20-13-7-9-15-22(20)23/h3-15,23-24H,16-17H2,1-2H3,(H,29,33)(H,31,32)/t24-/m0/s1
• InChIKey: MEAHCBOPNIDLFH-DEOSSOPVSA-N

Beschreibung

Allgemeine Beschreibung

Quasi-orthogonally-protected Asp derivative.The 2-PhiPr group can be removed selectively in the presence of tBu-based protecting groups by treatment with 1% TFA in DCM ^[1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS ^[2] or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(Mtt) and Asp(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.This derivative has also been used in solution to prepare bicyclic helix initiating peptides ^[3].

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

Literature references

^[1] C. Yue, et al. (1993) Tetrahedron Lett., 34, 323.
^[2] F. Dick, et al. in ′Peptides 1996, Proc. of 24th European Peptide Symposium′, R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 339.
^[3] J. W. Taylor, et al., Poster 185 presented at the American Peptide Symposium, San Diego, 2001.

Verlinkung

Replaces: 04-12-1200

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Enantiomerenreinheit: ≥ 99.0 % (a/a)
Reinheit (DC(011A)): ≥ 97 %
Reinheit (DC(0811)): ≥ 97 %
Gehalt (HPLC, Fl.%): ≥ 95.0 % (a/a)
Löslichkeit (1 mmol in 2 ml DMF): klar löslich
Gehalt (acidimetrisch): ≥ 93.0 %
Wasser (K. F.): ≤ 2.0 %
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