8.52094

Fmoc-Lys(Mmt)-OH

≥95.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonyme(s) : Fmoc-Lys(Mmt)-OH, N-α-Fmoc-N-ε-4-methoxytrityl-L-lysine
• Formule empirique (notation de Hill): C₄₁H₄₀N₂O₅
• Numéro CAS: 159857-60-0
• Poids moléculaire : 640.77
• Code UNSPSC : 12352209
• Nomenclature NACRES : NA.22

Propriétés

• product name: Fmoc-Lys(Mmt)-OH, Novabiochem^®
• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥80.0% (acidimetric); ≥95% (TLC); ≥95.0% (HPLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Application(s): peptide synthesis
• Groupe fonctionnel: amine
• Température de stockage: 2-8°C
• InChI: 1S/C41H40N2O5/c1-47-32-25-23-31(24-26-32)41(29-14-4-2-5-15-29,30-16-6-3-7-17-30)42-27-13-12-22-38(39(44)45)43-40(46)48-28-37-35-20-10-8-18-33(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
• Clé InChI: CTYHQVFFQRDJSN-LHEWISCISA-N

Description

Description générale

An excellent derivative for the synthesis by Fmoc SPPS of branched peptides and peptides modified at the lysine side-chain ^[1], and for the construction of templates and multifunctionalized resins for combinatorial synthesis.The side-chain Mmt group can be selectively removed in the same manner as Mtt with 1% TFA in DCM ^[2,3,4] or DCM/HFIP/TFE/TES (6.5:2:1:0.5) ^[5]. Alternatively, it can be removed under milder conditions with AcOH/TFE/DCM (1:2:7) ^[1], leaving Mtt intact.

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

Literature references

^[1] S. Matysiak, et al. (1998) Tetrahedron Lett., 39, 1733.
^[2] K. Barlos, et al., C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden, 1993, pp. 283.
^[3] A. Aletras, et al. (1995) Int. J. Peptide Protein Res., 45, 488.
^[4] L. Bourel, et al. (2000) J. Peptide Sci., 6, 264.
^[5] K. Barlos, personal communication.

Application

• Synthesis and evaluation of antifungal peptoid derivatives against Cryptococcus neoformans: For drug discovery chemists, this research highlights the use of Fmoc-Lys(Mmt)-OH in synthesizing peptoid derivatives with potential antifungal properties, demonstrating the compound′s utility in developing new antimicrobial agents (M Wassom, 2022).

Liaison

Replaces: 04-12-1232

Remarque sur l'analyse

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(0009)): ≥ 95 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Assay (acidimetric): ≥ 80.0 %
Water (K. F.): ≤ 2.0 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.
Product is stabilised with up to 20% diisopropylether upon drying.

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable