N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine

Product Name: N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine
CAS No.: 150308-80-8
Chemical Name: N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine
Synonyms: Fmoc-Sec(mbzl)-OH;FMOC-SEC(MOB)-OH 1 G;Fmoc-L-Sec(pMeOBzl)-OH;FMOC-SEC(MOB)-OH 250 MG;FMoc-(R)-4-Methoxybenzyl selenocysteine;(9H-Fluoren-9-yl)MethOxy]Carbonyl Sec(Mob)-OH;FMOC-SEC(MOB)-OH ;FMOC-R-4-METHOXYBENZYL SELENOCYSTEINE;N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine;(R)-2-(Fmoc-amino)-3-[(4-methoxybenzyl)selanyl]propanoic Acid;N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine USP/EP/BP
CBNumber: CB31314367
Molecular Formula: C26H25NO5Se
Formula Weight: 510.44
MOL File: 150308-80-8.mol

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N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine Property

Boiling point:: 708.5±60.0 °C(Predicted)
storage temp.: Store at +2°C to +8°C.
form: powder
pka: 3.50±0.10(Predicted)
Appearance: White to off-white Solid
optical activity: -35.334°(C=0.01g/ml DMF)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H335May cause respiratory irritation

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P314Get medical advice/attention if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.52346
Product name: Fmoc-Sec(pMeOBzl)-OH
Purity: Novabiochem<SUP>®</SUP>
Packaging: 100 mg
Price: $250
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.52346
Product name: Fmoc-Sec(pMeOBzl)-OH
Purity: Novabiochem<SUP>®</SUP>
Packaging: 100 mg
Price: $250
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.52346
Product name: Fmoc-Sec(pMeOBzl)-OH
Purity: Novabiochem?
Packaging: 250MG
Price: $342.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.52346
Product name: Fmoc-Sec(pMeOBzl)-OH
Purity: Novabiochem?
Packaging: 1G
Price: $994
Updated: 2025/07/31

AK Scientific

Product number: Z5658
Product name: Fmoc-Sec(Mob)-OH
Packaging: 1g
Price: $998
Updated: 2021/12/16

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N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine Chemical Properties,Usage,Production

Chemical Properties

White or off-white powder

Uses

peptide synthesis

General Description

Building block for the introduction of selenocysteine during Fmoc SPPS [1-3]. Selenocysteine derivatives can undergo enantiomerization during coupling and can form dehydroalanine and β-piperidinylalanine containing side products during subsequent chain elongation [3]. Therefore, activation methods, such as HBTU or PyBOP which involve the addition of a tertiary, base should be avoided for addtion of the Sec and all subsequent residues.

Cleavage and side-chain deprotection of Sec-containing peptides can be effected using tFA-m-cresol-thioanisole-EDT-water (80:5:5:5:5)[2] or TFA-water-DCM-TIS (89:5:51) at 4 °C [3]. As the Se-pMeOBzl bond is stable to TFA, these emthods result in formation of the corresponding Sev(pMeOBzl) peptide.

Peptides containing two Sec(pMeOBzl) residues can be oxidized directly to the corresponding selenocystinyl peptides by treatment with 5-10% DMSO in TFA [1-3].

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

1365284-58-7

150308-80-8

The general procedure for the synthesis of N-fluorenylmethoxycarbonyl-3-[[(4-methoxyphenyl)methyl]selenyl]-L-alanine from the compound (CAS: 1365284-58-7) was as follows: a mixture of raw material 14 (790 mg, 1.5 mmol) and trimethyltin hydroxide (989 mg, 5.5 mmol) was dissolved in anhydrous 1,2-dichloroethane ( 15 mL). The reaction mixture was stirred at 35 °C overnight. Upon completion of the reaction, the mixture was filtered and the filtrate was evaporated to remove the solvent. The resulting crude product was purified by silica gel column chromatography with an eluent ratio of hexane:EtOAc = 2:1 to 0:1 to give product 15 as a colorless oil or white solid (702 mg, 91% yield). The spectral data of product 15 were in agreement with those reported in the literature37 and its purity was confirmed by 1H NMR and HPLC analyses.1H NMR (CDCl3) data were as follows: δ 2.98 (2H, m, β-H), 3.78 (3H, s, p-OMe), 3.79 (2H, s, CH2), 4.26 (1H, t, JHH 6.8 Hz, Fmoc-CH ), 4.45 (1H, d, JHH 6.7 Hz, Fmoc-CH2), 4.70 (1H, m, α-H), 5.54 (1H, d, JHH 7.8 Hz, NH), 6.83 (2H, d, JHH 8.4 Hz, ArH), 7.20 (2H, d, JHH 8.3 Hz, ArH), 7.33 (2H, m, ArH ), 7.42 (2H, m, ArH), 7.63 (2H, t, JHH 6.7 Hz, ArH), 7.78 (2H, m, ArH).13C NMR (CDCl3) data were as follows: δ 25.1, 27.7, 47.1, 53.6, 55.3, 67.3, 114.1, 120.0, 125.1, 127.1, 127.8, 130.0, 141.3, 143.6, 158.7. 77Se NMR (CDCl3) data are as follows: δ 216.7.

References

[1] Journal of Peptide Science, 2012, vol. 18, # 3, p. 155 - 162
[2] Arkivoc, 2016, vol. 2017, # 2, p. 260 - 271

N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine Preparation Products And Raw materials

Raw materials

Preparation Products

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N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine Suppliers

China 76 India 1 Japan 1 United States 6 Global 84

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Sigma-Aldrich

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View Lastest Price from N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine manufacturers

Career Henan Chemical Co

Product: N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine 150308-80-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20kg
Release date: 2018-08-15

150308-80-8, N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteineRelated Search:

Boc-HomoSec(Mob)-OH Fmoc-Sec(Phenyl)-OH Boc-Sec(Mob)-OH Boc-D-Sec(phenyl)-OH Fmoc-HomoSec(Mob)-OH Fmoc-D-HomoSec(Mob)-OH Boc-Sec(pMeBzl)-OH Boc-D-HomoSec(pMeBzl)-OH Fmoc-D-Sec(Mob)-OH Fmoc-Sec(pMeBzl)-OH Boc-Sec(phenyl)-OH Boc-D-Sec(pMeBzl)-OH Boc-D-HomoSec(Mob)-OH Boc-HomoSec(pMeBzl)-OH Fmoc-D-Sec(Phenyl)-OH Boc-D-Sec(Mob)-OH Fmoc-HomoSec(pMeBzl)-OH Fmoc-D-HomoSec(pMeBzl)-OH

N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine

Fmoc-Sec(mbzl)-OH

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-[[(4-methoxyphenyl)methyl]seleno]-L-alanine

FMOC-SEC(MOB)-OH ;FMOC-R-4-METHOXYBENZYL SELENOCYSTEINE

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((4-methoxybenzyl)selanyl)propanoic acid

Fmoc-L-Sec(pMeOBzl)-OH

(9H-Fluoren-9-yl)MethOxy]Carbonyl Sec(Mob)-OH

FMoc-(R)-4-Methoxybenzyl selenocysteine

(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-{[(4-methoxyphenyl)methyl]selanyl}propanoic acid

FMOC-SEC(MOB)-OH 1 G

FMOC-SEC(MOB)-OH 250 MG

L-Alanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-[[(4-methoxyphenyl)methyl]seleno]-

(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)methylselanyl]propanoicaci

N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine USP/EP/BP

(R)-2-(Fmoc-amino)-3-[(4-methoxybenzyl)selanyl]propanoic Acid

N-Fluorenemethoxycarbonyl-3- [(4-methoxyphenyl) methyl] selenyl] - L-alanine

150308-80-8

amino acid

Seleno Amino Acid

amino acids