FMOC-LYS(ME3)-OH HCL

Base Information

• Chemical Name: FMOC-LYS(ME3)-OH HCL
• CAS No.: 201004-29-7
• Molecular Formula: C24H31ClN2O4
• Molecular Weight: 446.974
• Hs Code.: 2922498590
• Mol file: 201004-29-7.mol

Synonyms:1-Pentanaminium,5-carboxy-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N,N,N-trimethyl-,chloride, (5S)- (9CI);1-Pentanaminium,5-carboxy-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N,N,N-trimethyl-,chloride, (S)-;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N',N',N'-trimethyl-L-lysine chloride;

Chemical Property of FMOC-LYS(ME3)-OH HCL

Chemical Property:

• PSA: 75.63000
• LogP: 1.24970
• Storage Temp.: -15°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-lys(me)3-ohchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fmoc-Lys(Me)3-OH chloride is one of the common N-terminal protected reagents used in the peptide synthesis. Some of the reported examples are:Synthesis of peptide linkers for monoclonal antibody-auristatin F conjugates.Preparation of multifunctional reagents with enhanced ionization properties for the analysis of protein modification in human cells and dynamic profiling of protein lipidation.Sequential peptide ligation to synthesize histone H3 containing a trimethyl lysine residue, with modified tail region.

Technology Process of FMOC-LYS(ME3)-OH HCL

There total 6 articles about FMOC-LYS(ME3)-OH HCL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

Nα-Fmoc-Nε-dimethyllysine hydrochloride (252049-10-8) + methyl iodide (74-88-4) → Fmoc-Nε-(trimethyl)-L-lysine chloride (201004-29-7)

Guidance literature:

Nα-Fmoc-Nε-dimethyllysine hydrochloride; methyl iodide; With N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; at 0 - 20 ℃; for 0.666667h;

With calcium chloride monohydrate; lithium hydroxide; In water; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.9b03152

Reference yield: 69.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + C9H21N2O2(1+)*C2HF3O2*C2F3O2(1-) (1395226-03-5) → Fmoc-Nε-(trimethyl)-L-lysine chloride (201004-29-7)

Guidance literature:

(fluorenylmethoxy)carbonyl chloride; C₉H₂₁N₂O₂⁽¹⁺⁾*C₂HF₃O₂*C₂F₃O₂^(1-); With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 8h;

With hydrogenchloride; In 1,4-dioxane; water;

DOI:10.1021/ja306045j

Reference yield: 23.0%

9-fluorenylmethoxycarbonyl-L-alanine hydrochloride (139262-23-0) + methyl iodide (74-88-4) → Fmoc-Nε-(trimethyl)-L-lysine chloride (201004-29-7)

Guidance literature:

9-fluorenylmethoxycarbonyl-L-alanine hydrochloride; With methanol; formaldehyd; water; sodium cyanoborohydride; In ethanol; for 0.25h; Cooling with ice;

With methanol; formaldehyd; water; sodium cyanoborohydride; In ethanol;

methyl iodide; In ethanol; at 0 - 20 ℃;

DOI:10.1016/j.jphotochem.2014.06.014

upstream raw materials:

N²-(tert-butoxycarbonyl)-N⁶,N⁶-dimethyl-L-lysine

C₁₄H₂₉N₂O₄⁽¹⁺⁾*Cl^(1-)

(fluorenylmethoxy)carbonyl chloride

C₉H₂₁N₂O₂⁽¹⁺⁾*C₂HF₃O₂*C₂F₃O₂^(1-)

Refernces

• 1、 Kamo, Naoki,Hayashi, Gosuke,Okamoto, Akimitsu. "Chemical Synthesis of Cys-Containing Protein via Chemoselective Deprotection with Different Palladium Complexes". . p. 8378 - 8382. Retrieved 2019.
• 2、 Ezhov, Roman N.,Metzel, Greg A.,Mukhina, Olga A.,Musselman, Catherine A.,Kutateladze, Tatiana G.,Gustafson, Tiffany P.,Kutateladze, Andrei G.. "Photoactive spatial proximity probes for binding pairs with epigenetic marks". . p. 101 - 108. Retrieved 2014/08/05.