8.52115

Fmoc-Asp(OtBu)-(Dmb)Gly-OH

≥98% (TLC), for peptide synthesis, Novabiochem^®

• Synonym(s): Fmoc-Asp(OtBu)-(Dmb)Gly-OH, N-α-Fmoc-β-O-t.-butyl-L-aspartyl-N-α-(2,4-dimethoxybenzyl)-glycine
• Empirical Formula (Hill Notation): C₃₄H₃₈N₂O₉
• CAS Number: 900152-72-9
• Molecular Weight: 618.67
• MDL number: MFCD10001337
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Product Name: Fmoc-Asp(OtBu)-(Dmb)Gly-OH, Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥90.0% (acidimetric), ≥97.0% (HPLC), ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: N([C@@H](CC(=O)O)C(=O)N(Cc4c(cc(cc4)OC)OC)CC(=O)OC(C)(C)C)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C34H38N2O9/c1-34(2,3)45-31(39)19-36(18-21-14-15-22(42-4)16-29(21)43-5)32(40)28(17-30(37)38)35-33(41)44-20-27-25-12-8-6-10-23(25)24-11-7-9-13-26(24)27/h6-16,27-28H,17-20H2,1-5H3,(H,35,41)(H,37,38)/t28-/m0/s1
• InChI key: JWWOZAAYQXZHGO-NDEPHWFRSA-N

Description

General description

Fmoc-Aaa-(Dmb)Gly-OH dipeptides offer the same benefits as pseudoproline dipeptides in Fmoc SPPS but for peptide sequences containing Gly. They are extremely easy to use. Standard coupling methods like PyBOP^® /DIPEA or DIPCDI/HOBt can be used for their introduction. Removal of the Dmb group and regeneration of the glycine residue occurs during the course of standard TFA-mediated cleavage reaction. This derivative also completely inhibits aspartimide formation.

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

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in methanol): -24.0 - -20.0 °
Purity (TLC(157A)): ≥ 98 %
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.50 %

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

Other Notes

Replaces: 04-12-1282

Legal Information

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

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

Safety Information

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