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8.52065

Sigma-Aldrich

Fmoc-Lys(Mtt)-OH

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

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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
UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

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

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

Related Categories

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).

Linkage

Replaces: 04-12-1137

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.

Legal Information

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

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

Selecting Orthogonal Building Blocks

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

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