Sigma-Aldrich Fmoc-Lys(Mmt)-Oh Novabioch

Quality Level

200

Product Line

Novabiochem^®

Assay

≥80.0% (acidimetric)
≥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.

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

Related Categories

Amino Acids, Resins & Reagents for Peptide Synthesis

General Description

An excellent derivative for the synthesis by Fmoc SPPS of branched peptides and peptides modified at the lysine side-chain , 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) , leaving Mtt intact.

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

Literature references

S. Matysiak, et Al.(1998)Tetrahedron Lett.,39, 1733.
K. Barlos, et Al., C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden, 1993, PP. 283.
A. Aletras, et Al. (1995)Int. J. Peptide Protein Res.,45, 488.
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).

Linkage

Replaces: 04-12-1232

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