| Identification | More | [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 Properties | Back 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) |
| Hazard Information | Back 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 |
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