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ChemicalBook--->CAS DataBase List--->150308-80-8

150308-80-8

150308-80-8 Structure

150308-80-8 Structure
IdentificationBack Directory
[Name]

N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine
[CAS]

150308-80-8
[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
N-9-fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine USP/EP/BP
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-[[(4-methoxyphenyl)methyl]seleno]-L-alanine
L-Alanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-[[(4-methoxyphenyl)methyl]seleno]-
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)methylselanyl]propanoicaci
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((4-methoxybenzyl)selanyl)propanoic acid
(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-{[(4-methoxyphenyl)methyl]selanyl}propanoic acid
[Molecular Formula]

C26H25NO5Se
[MDL Number]

MFCD03788170
[MOL File]

150308-80-8.mol
[Molecular Weight]

510.44
Chemical PropertiesBack Directory
[Boiling point ]

708.5±60.0 °C(Predicted)
[storage temp. ]

Store at +2°C to +8°C.
[pka]

3.50±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301+H331-H315-H335-H373-H410
[Precautionary statements ]

P260-P273-P301+P310-P302+P352-P304+P340+P311-P314
Hazard InformationBack Directory
[Chemical Properties]

White or off-white powder
[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].
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