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Home > Encyclopedia > FMOC-LYS(BOC)(ME)-OH

FMOC-LYS(BOC)(ME)-OH

FMOC-LYS(BOC)(ME)-OH structure

FMOC-LYS(BOC)(ME)-OH 

structure
  • CAS No:

    951695-85-5

  • Formula:

    C27H34N2O6

  • Chemical Name:

    FMOC-LYS(BOC)(ME)-OH

  • Synonyms:

    N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-TERT-BUTYLOXYCARBONYL-N-EPSILON-METHYL-L-LYSINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-T-BUTYL-OXYCARBONYL-N-EPSILON-METHYL-L-LYSINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-T-BUTOXYCARBONYL-N-EPSILON-METHYL-L-LYSINE;N-ALPHA-FMOC-N-EPSILON,EPSILON-T-BOC-METHYL-L-LYSINE;N-ALPHA-FMOC-N-EPSILON-METHYL-N-EPSILON-T-BOC-L-LYSINE;FMOC-LYS(BOC)(ME)-OH;FMOC-LYS(ME,BOC)-OH;FMOC-LYSINE(BOC)(ME)-OH

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

FMOC-LYS(BOC)(ME)-OH Basic Attributes

482.57

482.241699

DTXSID70657020

29242970

Characteristics

105

4.6

1.2±0.1 g/cm3

85-87℃

665.4±55.0°C at 760 mmHg

356.2±31.5 °C

1.566

-15°C

Safety Information

WGK 2 water endangering

Xi

FMOC-LYS(BOC)(ME)-OH Use and Manufacturing

Methods of Manufacturing

Use the above pale yellow solid crude product 1: 1 of water (500 mL) and THF (500 mL) dissolved, Add sodium bicarbonate (63 g, 0.75 mol), Stir until clarified, (Boc) 2O (142 g, 0.65 mol) in tetrahydrofuran (200 mL), Room temperature reaction 4.0h, HPLC detection showed complete reaction of the starting material. The reaction solution is neutralized with alkene hydrochloride to a pH of 5-6. The organic solvent was removed by concentration under reduced pressure. The aqueous phase was extracted with ethyl acetate. Washed with saturated saline, The organic phase was concentrated to give a white solid product (235 g). The white solid was recrystallized from ethyl acetate and n-hexane. Obtained 224 g of a white solid powder. The yield was 93percent and the purity was 99.8percent.

Uses

Heterochromatin protein 1 (HP1) depends on trimethylation of H3 Lys 9; aggregation of chromatines depends on Lys methylation Fmoc-Lys(Boc, Me)-OH is useful for preparing monomethylated histone fragments utilized in studying the regulatory roles of methylated histones.  Fmoc-Lys(Boc,Me)-OH can be coupled using standard activating procedures.  The Boc group on the side epsilon nitrogen atom is removed with TFA, usually at the same time as the peptide is cleaved from the resin. Fmoc-Lys(Boc, Me)-OH is a novel derivative for the introduction of monomethyl-lysine during Fmoc SPPS. 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.

Computed Properties

Molecular Weight:482.6
XLogP3:4.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:482.24168681
Monoisotopic Mass:482.24168681
Topological Polar Surface Area:105
Heavy Atom Count:35
Complexity:714
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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