8.52110

Fmoc-(Dmb)Gly-OH

Novabiochem^®

• Synonym(s): Fmoc-(Dmb)Gly-OH, N-α-Fmoc-N-α-(2, 4-dimethoxybenzyl)-glycine
• Empirical Formula (Hill Notation): C₂₆H₂₅NO₆
• CAS Number: 166881-42-1
• Molecular Weight: 447.48
• MDL number: MFCD08064316
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥94.0% (acidimetric); ≥98% (TLC); ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: -10 to -25°C
• InChI: 1S/C26H25NO6/c1-31-18-12-11-17(24(13-18)32-2)14-27(15-25(28)29)26(30)33-16-23-21-9-5-3-7-19(21)20-8-4-6-10-22(20)23/h3-13,23H,14-16H2,1-2H3,(H,28,29)
• InChI key: UIDQSTVPYKMCEY-UHFFFAOYSA-N

Description

General description

Fmoc-(Dmb)Gly-OH is an excellent reagent for enhancing synthetic efficiency of glycine-containing peptides by Fmoc SPPS .Like the analogous Hmb derivative Fmoc-(FmocHmb)Gly-OH, the use of this derivative prevents aggregation during chain assemby, thereby leading to faster and more predictable acylation and deprotection reactions. Furthermore, it can prevent aspartimide formation when used to introduce a Gly immediately before an Asp residue and help promote cyclization of Gly-containing peptides ^[1]. The analogous (Tmob)Gly derivative has been used by Bayer and colleagues to prepare a 64-residue transmembrane peptide in remarkable purity ^[2].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aggregation in Fmoc SPPS

Literature references

^[1] M. El Haddadi, et al. (2000) J. Pept. Sci., 6, 560 (2000) J. Pept. Sci., 6, 560.
^[2] K. Jauch, et al. in "Peptides 1996: Proc. 24th European Peptide Symposium", R. Ramage and R. Epton (Eds), Mayflower Scientific Ltd., 1996, pp 497.

Linkage

Replaces: 04-12-1268

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(157B)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): passes test
Assay (acidimetric): ≥ 94.0 %
Water (K. F.): ≤ 1.00 %

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 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable