ChemicalBook > CAS DataBase List > FMOC-LYS(BOC)(ME)-OH

FMOC-LYS(BOC)(ME)-OH

Product Name: FMOC-LYS(BOC)(ME)-OH
CAS No.: 951695-85-5
Chemical Name: FMOC-LYS(BOC)(ME)-OH
Synonyms: Fmoc-Lys(Me,Boc);FMOC-LYS(ME,BOC)-OH;FMOC-LYS(BOC)(ME)-OH;FMOC-L-LYS(BOC, ME)-OH;Boc-L-Lys(Fmoc)(Me)-OH;FMOC-LYSINE(BOC)(ME)-OH;Fmoc-Lys(Me,Boc)-OH,95%;Fmoc-Lys(Me,Boc)-OH, >=97%;FMOC-LYS(BOC)(ME)-OH USP/EP/BP;Fmoc-Lys(Me,Boc)-OH Novabiochem
CBNumber: CB3465262
Molecular Formula: C27H34N2O6
Formula Weight: 482.57
MOL File: 951695-85-5.mol

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

Melting point:: 85-87℃
Boiling point:: 665.4±55.0 °C(Predicted)
Density: 1.200
storage temp.: -20°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Powder
pka: 3.88±0.21(Predicted)
color: White to off-white
optical activity: -4°(C=0.01g/ml MEOH)
InChIKey: JHMSFOFHTAYQLS-QHCPKHFHSA-N
SMILES: C(O)(=O)[C@H](CCCCN(C(OC(C)(C)C)=O)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

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Safety

Hazard Codes: Xi
WGK Germany: WGK 2 water endangering
HS Code: 2924 29 70

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.52106
Product name: Fmoc-Lys(Me,Boc)-OH
Purity: Novabiochem?
Packaging: 500mg
Price: $252.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: F4438
Product name: Fmoc-Lys(Me,Boc)-OH
Purity: ≥97%
Packaging: 1 g
Price: $1140
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.52106
Product name: Fmoc-Lys(Me,Boc)-OH
Purity: Novabiochem?
Packaging: 1g
Price: $505
Updated: 2025/07/31

TRC

Product number: F860973
Product name: Fmoc-lys(me,boc)-oh
Packaging: 100mg
Price: $660
Updated: 2021/12/16

Chem-Impex

Product number: 14854
Product name: Nα-Fmoc-Nε-methyl-Nε-Boc-L-lysine,99%(HPLC)
Purity: 99%(HPLC)
Packaging: 25MG
Price: $100.8
Updated: 2021/12/16

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FMOC-LYS(BOC)(ME)-OH Chemical Properties,Usage,Production

Description

Fmoc-lys (BOC) (ME)-OH is a kind of protected form of lysine. Lysine is double-protected by butyloxycarbonyl (BOC) and 9H-fluoren-9-ylmethoxycarbon (FMOC). It is a derivative for the introduction of monomethyl-lysine during Fmoc SPPS. Coupling can be carried out using any standard activation method. The Boc protecting group can be removed through the TFA-mediated cleavage reaction. As a kind of protected amino acid, it is an important intermediate in various fields such as peptide synthesis, asymmetric synthesis, medicinal chemistry as well as polymer chemistry.

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.

General Description

Fmoc protected N-methylated lysine

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

24424-99-5

951695-86-6

951695-85-5

The general procedure for the synthesis of N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-N6-methyl-L-lysine from di-tert-butyl dicarbonate and (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(methylamino)hexanoic acid was performed as follows: the light yellow solid crude product was dissolved in water (500 mL) and THF (500 mL) in a 1:1 solvent mixture, sodium bicarbonate (63 g, 0.75 mol) was added, and the solution was stirred until clarified. Subsequently, Boc2O (142 g, 0.65 mol) was dissolved in tetrahydrofuran (200 mL), added to the reaction system and reacted for 4.0 h at room temperature. Complete reaction of the feedstock was confirmed by HPLC monitoring. After completion of the reaction, the reaction solution was neutralized with dilute hydrochloric acid to pH 5-6. The organic solvent was removed by concentration under reduced pressure and the aqueous phase was extracted with ethyl acetate. The organic phase was washed with saturated brine and concentrated to give a white solid product (235 g). This white solid was further purified by recrystallization from ethyl acetate and n-hexane, resulting in 224 g of white solid powder in 93% yield and 99.8% purity.

References

http://www.chempep.com/ChemPep_Products2_Fmoc-Amino-Acid_Fmoc-Lys_Boc_Me_-OH.htm
https://en.wikipedia.org/wiki/Peptide_synthesis
Tung, C. L., et al. "A fluorogenic probe for recognizing 5-hydroxylysine inspired by serine/threonine ligation. " Chemical Communications 50.40(2014):5298-300.

FMOC-LYS(BOC)(ME)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from FMOC-LYS(BOC)(ME)-OH manufacturers

Career Henan Chemical Co

Product: FMOC-LYS(BOC)(ME)-OH 951695-85-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20kg
Release date: 2018-08-15

951695-85-5, FMOC-LYS(BOC)(ME)-OHRelated Search:

(s)-3-(fmoc-amino)-n-trityl-adipic acid 6-amide FMoc-Aea-OH N(ALPHA)-FMOC-N(EPSILON)-DABCYL-L-LYSINE FMOC-LYS(DNP)-OH Fmoc-Lys(Trt)-OH FMOC-D-LYS(IVDDE)-OH FMOC-LYS(ME)2-OH HCL FMOC-LYS(ME3)-OH HCL Fmoc-L-beta-Homoarginine(Pmc) Fmoc-N'-Acetyl-L-lysine Fmoc-Lys(Pal-Glu-OtBu)-OH Fmoc-Lys(N3)-OH FMOC-LYS(FMOC)-OH Fmoc-L-Lys(Dde)-OH Fmoc-Lys(Ddiv)-OH FMOC-LYS(BOC)(ISOPROPYL)-OH FMOC-LYS(BOC-ABZ)-OH FMOC-LYS(BOC)-LEU-OH

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

FMOC-L-LYS(BOC, ME)-OH

N'-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-methyl-L-lysine

(S)-1-(9H-fluoren-9-yl)-10,13,13-trimethyl-3,11-dioxo-2,12-dioxa-4,10-diazatetradecane-5-carboxylic acid

N'-tert-butyloxycarbonyl-N-fluorenylmethoxycarbonyl-N'-methyl-L-lysine

(2S)-6-{[(tert-butoxy)carbonyl](methyl)amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoic acid

Fmoc-Lys(Me,Boc)

FMoc-N-epsilon-Methyl-N-epsilon-t-Boc-L-lysine

Fmoc-Lys(Me,Boc)-OH, >=97%

Nalpha-Fmoc-Nepsilon-methyl-Nepsilon-Boc-L-lysine

Fmoc-Lys(Me,Boc)-OH Novabiochem

(9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Boc, Me)-OH

Fmoc-Lys(Me,Boc)-OH N-Fmoc-N'-Boc-N'-Methyl-Lysine

N6-[(tert-Butoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N6-methyl-L-Lysine, 97%

L-Lysine, N6-[(1,1-dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N6-methyl-

(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoicaci

FMOC-LYS(BOC)(ME)-OH USP/EP/BP

Boc-L-Lys(Fmoc)(Me)-OH

N6-Boc-N2-Fmoc-N6-methyl-L-lysine

N2-(((9H-fluorene-9-yl)methoxy)oxo)-N6-(tertbutyloxyoxo)-N6-methyl-L-lysine

Fmoc-Lys(Me,Boc)-OH,95%

N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-N6-methyl-L-lysine

951695-85-5

amino acids