8.52065

Fmoc-Lys(Mtt)-OH

≥98.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonym(s): Fmoc-Lys(Mtt)-OH, N-α-Fmoc-N-ε-4-methyltrityl-L-lysine
• Empirical Formula (Hill Notation): C₄₁H₄₀N₂O₄
• CAS Number: 167393-62-6
• Molecular Weight: 624.77
• MDL number: MFCD00237166
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Product Name: Fmoc-Lys(Mtt)-OH, Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥95.0% (acidimetric), ≥98% (TLC), ≥98.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 140-150 °C
• application(s): peptide synthesis
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: N([C@@H](CCCCNC(c6ccc(cc6)C)(c5ccccc5)c4ccccc4)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C41H40N2O4/c1-29-23-25-32(26-24-29)41(30-14-4-2-5-15-30,31-16-6-3-7-17-31)42-27-13-12-22-38(39(44)45)43-40(46)47-28-37-35-20-10-8-18-33(35)34-19-9-11-21-36(34)37/h2-11,14-21,23-26,37-38,42H,12-13,22,27-28H2,1H3,(H,43,46)(H,44,45)/t38-/m0/s1
• InChI key: YPTNAIDIXCOZAJ-LHEWISCISA-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, peptides modified at the lysine side-chain ^[5,6], 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.

Application

• Synthesis of peptide-immobilized magnetic beads, and peptide reactivity assay for assessing skin sensitization utilizing chromophore . This article involves the use of Fmoc-Lys(Mtt)-OH in the creation of peptide-immobilized magnetic beads, offering insights into their potential for biomedical applications (H Miyazaki et al., 2020, Processes).

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(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.0 %

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

Other Notes

Replaces: 04-12-1137

Legal Information

Novabiochem 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