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8.52094

Fmoc-Lys(Mmt)-OH

Name: Fmoc-Lys(Mmt)-OH
Brand: MM

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

Synonym(s):

Fmoc-Lys(Mmt)-OH, N-α-Fmoc-N-ε-4-methoxytrityl-L-lysine

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About This Item

Empirical Formula (Hill Notation):

C₄₁H₄₀N₂O₅

CAS Number:

159857-60-0

Molecular Weight:

640.77

MDL number:

MFCD00270542

UNSPSC Code:

12352209

NACRES:

NA.22

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Properties

Product Name

Fmoc-Lys(Mmt)-OH, Novabiochem^®

Quality Segment

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

SMILES string

N([C@@H](CCCCNC(c6ccc(cc6)OC)(c5ccccc5)c4ccccc4)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

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

InChI key

CTYHQVFFQRDJSN-LHEWISCISA-N

Description

General description

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).

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.

Other Notes

Replaces: 04-12-1232

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c