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Key Documents

8.52065

Sigma-Aldrich

Fmoc-Lys(Mtt)-OH

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

Sinónimos:

Fmoc-Lys(Mtt)-OH, N-α-Fmoc-N-ε-4-methyltrityl-L-lysine

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About This Item

Fórmula empírica (notación de Hill):
C41H40N2O4
Número de CAS:
Peso molecular:
624.77
UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Lys(Mtt)-OH, Novabiochem®

Quality Level

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

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

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Artículos

Novabiochem® product range has one of the largest collections of orthogonally and quasi-orthogonally protected tri-functional amino acids. These derivatives are useful tools for the synthesis of cyclic and branched peptides and peptides carrying side-chain modifications.

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