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8.52106

Fmoc-Lys(Me,Boc)-OH

Name: Fmoc-Lys(Me,Boc)-OH
Brand: MM

≥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

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₃₄N₂O₆

CAS Number:

951695-85-5

Molecular Weight:

482.57

MDL number:

MFCD01861332

UNSPSC Code:

12352209

NACRES:

NA.22

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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c