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Fmoc-L-Pen(Trt)-OH | CAS 201531-88-6
- cas：201531-88-6
- Molecular Formula：C39H35NO4S
- Purity：99%
- Molecular Weight：613.76
This product is for research and development use only.
Product Details;
CasNo： 201531-88-6
Molecular Formula： C39H35NO4S
Fmoc-S-Trityl-L-penicillamine Chemical Properties
|
Boiling point |
768.8±60.0 °C(Predicted) |
|
alpha |
33 º (c=1 in methanol) |
|
density |
1.242±0.06 g/cm3(Predicted) |
|
storage temp. |
Store at -15°C to -25°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 Information
|
WGK Germany |
3 |
|
HS Code |
2930 90 16 |
|
HazardClass |
IRRITANT |
|
Storage Class |
11 - Combustible Solids |
Fmoc-S-Trityl-L-penicillamine Usage And Synthesis
|
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 brought up to room temperature after dropwise addition. The reaction was finished for 12h. The reaction solution was filtered and the filter cake plus washed with dichloromethane and the organic phase was combined. The organic phase was washed once with 20 ml of dilute sodium bicarbonate solution, 20 ml, 0.5 M dilute hydrochloric acid and 30 ml of saturated saline, then the organic phase was dried with anhydrous sodium sulfate for 2h, filtered, spin-dried solvent, the target product Fmoc-S-trityl-L-penicillamine was obtained. |
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