8.52077

Fmoc-Glu-ODmab

Novabiochem^®

• Synonym(s): Fmoc-Glu-ODmab, N-α-Fmoc-L-glutamic acid α-4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]-amino} benzyl ester
• Empirical Formula (Hill Notation): C₄₀H₄₄N₂O₈
• CAS Number: 172611-75-5
• Molecular Weight: 680.79
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥90% (TLC); ≥96.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: carboxylic acid
• storage temp.: 15-25°C
• 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)
• InChI key: DABQNXPVTHIRRK-UHFFFAOYSA-N

Description

General description

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.

Linkage

Replaces: 04-12-1174

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 90 %
Purity (TLC(0811)): ≥ 90 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)

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

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable