8.52106

Fmoc-Lys(Me,Boc)-OH

≥98% (TLC), for peptide synthesis, Novabiochem^®

• Synonym(s): Fmoc-Lys(Me,Boc)-OH, N-α-Fmoc-N-ε-methyl-N-ε-t.-Boc-L-lysine
• Empirical Formula (Hill Notation): C₂₇H₃₄N₂O₆
• CAS Number: 951695-85-5
• Molecular Weight: 482.57
• MDL number: MFCD01861332
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Product Name: Fmoc-Lys(Me,Boc)-OH, Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥97.0% (HPLC), ≥98% (TLC)
• 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](CCCCN(C)C(=O)OC(C)(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C27H34N2O6/c1-27(2,3)35-26(33)29(4)16-10-9-15-23(24(30)31)28-25(32)34-17-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,22-23H,9-10,15-17H2,1-4H3,(H,28,32)(H,30,31)/t23-/m0/s1
• InChI key: JHMSFOFHTAYQLS-QHCPKHFHSA-N

Description

General description

A novel derivative for the introduction of monomethyl-lysine during Fmoc SPPS ^[1,2]. Coupling can be carried out using any standard activation method. Removal of the Boc protecting group occurs during the course of the TFA-mediated cleavage reaction. Ref ^[3] contains methods and protocols for the synthesis of arrays of histone-related peptides containing methylated arginine and lysine-residues.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aggregation in Fmoc SPPS

Literature references

^[1] A.J. Bannister (2002) Cell, 109, 801.
^[2] A.E. McBride & P.A. Silver (2001) Cell, 106, 5.
^[3] S. Rothbart, et al. (2012) Methods Enzymol., 512, 107.

Analysis Note

Color (visual): white to light yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in DMF): -13.0 - -8.5 °
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-1263

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable