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Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C27H34N2O6
CAS Number:
951695-85-5
Molecular Weight:
482.57
UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Lys(Me,Boc)-OH, Novabiochem®

Quality Level

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

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

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.

Linkage

Replaces: 04-12-1263

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yun Song et al.
Cell reports, 30(8), 2699-2711 (2020-02-27)
The transcriptional corepressor complex CoREST is one of seven histone deacetylase complexes that regulate the genome through controlling chromatin acetylation. The CoREST complex is unique in containing both histone demethylase and deacetylase enzymes, LSD1 and HDAC1, held together by the

Articles

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Unnatural amino acids, the non-proteinogenic amino acids that either occur naturally or are chemically synthesized, are becoming more and more important as tools for modern drug discovery research.

Protocols

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We provide an overview of our available reagents, together with recommendations and details of their use for synthesis of peptides containing post-translationally modified amino acids.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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