8.52110

Fmoc-(Dmb)Gly-OH

Novabiochem^®

• Synonym(e): Fmoc-(Dmb)Gly-OH, N-α-Fmoc-N-α-(2, 4-dimethoxybenzyl)-glycine
• Empirische Formel (Hill-System): C₂₆H₂₅NO₆
• CAS-Nummer: 166881-42-1
• Molekulargewicht: 447.48
• UNSPSC Code: 12352209
• NACRES: NA.22
• MDL number: MFCD08064316

Eigenschaften

• Quality Segment: 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
• SMILES string: N(Cc4c(cc(cc4)OC)OC)(CC(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• 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

Beschreibung

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.

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.

Other Notes

Replaces: 04-12-1268

Legal Information

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

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable