8.52092

Fmoc-Dab(Mtt)-OH

Novabiochem^®

• Synonym(s): Fmoc-Dab(Mtt)-OH, N-α-Fmoc-N-γ-4-methyltrityl-L-diaminobutanoic acid
• Empirical Formula (Hill Notation): C₃₉H₃₆N₂O₄
• CAS Number: 851392-68-2
• Molecular Weight: 596.71
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥95% (TLC); ≥95.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: amine
• storage temp.: 15-25°C
• InChI: 1S/C39H36N2O4/c1-27-20-22-30(23-21-27)39(28-12-4-2-5-13-28,29-14-6-3-7-15-29)40-25-24-36(37(42)43)41-38(44)45-26-35-33-18-10-8-16-31(33)32-17-9-11-19-34(32)35/h2-23,35-36,40H,24-26H2,1H3,(H,41,44)(H,42,43)/t36-/m0/s1
• InChI key: RXKBBKLPMHPIKD-BHVANESWSA-N

Description

General description

The side-chain Mtt group can be selectively removed with 1% TFA in DCM ^[1,2,3] or DCM/HFIP/TFE/TES (6.5:2:1:0.5) ^[4], making this an excellent derivative for the synthesis by Fmoc SPPS of branched peptides and peptides modified at the Dab side-chain ^[4,5], and for the construction of templates and multifunctionalized resins for combinatorial synthesis.

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

Literature references

^[1] K. Barlos, et al., C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden, 1993, pp. 283.
^[2] A. Aletras, et al. (1995) Int. J. Peptide Protein Res., 45, 488.
^[3] L. Bourel, et al. (2000) J. Peptide Sci., 6, 264.
^[4] K. Barlos, personal communication.
^[5] P. Hoogerhout, et al. (1999) J. Peptide Res., 54, 436.
^[6] C. Park & K. Burgess (2001) J. Comb. Chem., 3, 257.

Linkage

Replaces: 04-12-1210

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(011A)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Water (K. F.): ≤ 1.0 %

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 Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable