Fmoc-S-Trityl-L-penicillamine Chemical Properties

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. 

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)

optical activity

[α]/D +33±2°, c = 1 in methanol

InChI

InChI=1S/C39H35NO4S/c1-38(2,45-39(27-16-6-3-7-17-27,28-18-8-4-9-19-28)29-20-10-5-11-21-29)35(36(41)42)40-37(43)44-26-34-32-24-14-12-22-30(32)31-23-13-15-25-33(31)34/h3-25,34-35H,26H2,1-2H3,(H,40,43)(H,41,42)/t35-/m1/s1

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

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.

Fmoc-S-Trityl-L-penicillamine(201531-88-6)Related Product Information

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• 9-Fluorenylmethyl chloroformate
• p-Toluic acid
• L-Penicillamine
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• FMOC-S-trityl-L-cysteine
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• FMOC-THR(TBU)-OL
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