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201531-88-6

201531-88-6 Structure

201531-88-6 Structure
IdentificationMore
[Name]

Fmoc-S-Trityl-L-penicillamine
[CAS]

201531-88-6
[Synonyms]

FMOC-BETA,BETA-DIMETHYL-CYS(TRT)-OH
FMOC-CYSME 2(TRT)-OH
FMOC-L-PEN(TRT)-OH
FMOC-PENICILLAMINE(TRT)-OH
FMOC-PEN(TRT)-OH
FMOC-S-TRITYL-BETA,BETA-DIMETHYL-L-CYS-OH
FMOC-S-TRITYL-L-PENICILLAMINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-TRITYL-3,3-DIMETHYL-L-CYSTEINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-TRITYL-L-PENICILLAMINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-S-TRITYL-L-PENICILLAMINE
N-ALPHA-FMOC-S-TRITYL-L-PENICILLAMINE
N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-trityl-L-penicillamine, Fmoc-beta,beta-dimethyl-L-Cys(Trt)-OH
Fmoc-β,β-dimethyl-Cys(Trt)-OH, Fmoc-S-trityl-L-penicillamine
[Molecular Formula]

C39H35NO4S
[MDL Number]

MFCD00237388
[Molecular Weight]

613.76
[MOL File]

201531-88-6.mol
Chemical PropertiesBack Directory
[alpha ]

33 º (c=1 in methanol)
[Boiling point ]

768.8±60.0 °C(Predicted)
[density ]

1.242±0.06 g/cm3(Predicted)
[storage temp. ]

-15°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

3.70±0.10(Predicted)
[color ]

White to off-white
[Optical Rotation]

[α]/D +33±2°, c = 1 in methanol
[Major Application]

peptide synthesis
[InChIKey]

XSGMGAINOILNJR-PGUFJCEWSA-N
[SMILES]

C(O)(=O)[C@H](C(SC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
[CAS DataBase Reference]

201531-88-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard statements ]

H413
[WGK Germany ]

3
[HS Code ]

2930 90 16
[HazardClass ]

IRRITANT
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Fmoc-S-trityl-L-penicillamine is a coordination compound that contains a thiolate and amide group. It has been used as a model system for studying the interaction between proteins and metal ions, with the cyclic structure mimicking the active site of enzymes. The coordination of Fmoc-S-trityl-L-penicillamine to proteins is affected by trypsin, an enzyme that cleaves peptides at carboxyl side chains. Trypsin can also lead to dehydration of Fmoc-S-trityl-L-penicillamine, forming an eliminations product. This compound also reacts with lysine residues in proteins, resulting in an alkene byproduct that can be removed by hydrogenation.
[Chemical Properties]

White to off-white powder
[Uses]

Fmoc-s-trityl-l-penicillamine is a new peptidomimetic furin inhibitors with potent anti-infectious activity.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
[Synthesis]

11mmol, 1.1eq Fmoc-Cl was added dropwise to a solution of dichloromethane containing 10mmol, 1eq of S-trityl-L-cysteine and 30ml of sodium bicarbonate containing 13mmol, 1.3eq of sodium bicarbonate under an ice-salt bath, and the reaction solution was bro
Spectrum DetailBack Directory
[Spectrum Detail]

Fmoc-S-Trityl-L-penicillamine(201531-88-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

201531-88-6(sigmaaldrich)
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