8.52077

Fmoc-Glu-ODmab

Novabiochem^®

• Synonym(e): N-α-Fmoc-L-glutamic acid α-4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-amino} benzyl ester
• Empirische Formel (Hill-System): C₄₀H₄₄N₂O₈
• CAS-Nummer: 172611-75-5
• Molekulargewicht: 680.79
• MDL-Nummer: MFCD00797874
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥90% (TLC); ≥96.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: carboxylic acid
• Lagertemp.: 15-25°C
• SMILES String: N(C(CCC(=O)OCc4ccc(cc4)NC(=C5C(=O)CC(CC5=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C40H44N2O8/c1-24(2)19-33(37-34(43)20-40(3,4)21-35(37)44)41-26-15-13-25(14-16-26)22-49-36(45)18-17-32(38(46)47)42-39(48)50-23-31-29-11-7-5-9-27(29)28-10-6-8-12-30(28)31/h5-16,24,31-32,41H,17-23H2,1-4H3,(H,42,48)(H,46,47)
• InChIKey: DABQNXPVTHIRRK-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Quasi-orthogonally-protected Glu derivative. The Dmab group can be removed selectively in the presence of tBu-based protecting groups by treatment with 2% hydrazine in DMF ^[1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(ivDde) and Glu(ODmab) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.

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

Literature references

^[1] W. C. Chan, et al. (1995) J. Chem. Soc., Chem. Commun., 2209.

Verlinkung

Replaces: 04-12-1174

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(011A)): ≥ 90 %
Reinheit (DC(0811)): ≥ 90 %
Gehalt (HPLC, Fl.%): ≥ 96.0 % (a/a)
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