Fmoc-His(Trt)-OH Chemical Properties

Melting point:

150-155 °C(lit.)

alpha 

+86.0 °(D/25)(c=5%inCHCl3)

Boiling point:

811.7±65.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

refractive index 

97 ° (C=5, CHCl3)

storage temp. 

2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

3.06±0.10(Predicted)

color 

White to off-white

optical activity

[α]/D 87±5°, c = 1 in chloroform

Water Solubility 

Slightly soluble in water.

Sensitive 

Moisture Sensitive

BRN 

5204720

Major Application

peptide synthesis

InChIKey

XXMYDXUIZKNHDT-QNGWXLTQSA-N

SMILES

OC(=O)[C@H](Cc1cn(cn1)C(c2ccccc2)(c3ccccc3)c4ccccc4)NC(=O)OCC5c6ccccc6-c7ccccc57

CAS DataBase Reference

109425-51-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-24/25

WGK Germany 

3

F 

10-21

HS Code 

2933 29 90

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

Fmoc-His(Trt)-OH Usage And Synthesis

Chemical Properties

White to off-white solid powder, soluble in water but poorly soluble in ethanol and insoluble in ether. Its structure contains a unique imidazole unit. The imidazole group can form a coordination compound with Fe2+ or other metal ions to promote the absorption of iron, so it can be used to prevent and treat anemia.

Uses

Fmoc-His(Trt)-OH is used in the synthesis and application of Fmoc-His(3-Bum)-OH.

General Description

Fmoc-His(Trt)-OH has fmoc group to protect -αNH2, it can be used as a building block in solid-phase peptide synthesis (SPPS).

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

In a dry reaction flask, N-deprotected amino acids were dissolved in 0.15 M sodium carbonate (2~3 equiv.), and then an acetone solution ( 0.1 M) of 9-fluorenylmethyl-N-succinimidyl carbonate (1~1.2 equiv.) was added to the above reaction mixture. Water was added to the reaction system to adjust the pH of the reaction system to 9~10. The resulting reaction mixture was stirred at room temperature for 4 h. At the end of the reaction, the resulting reaction mixture was concentrated at 30 ??C under reduced pressure to remove the acetone, and the resulting residue was diluted with H2O and the pH of the solution was adjusted to 9~10 with sodium carbonate 0.6 M. The resultant solution was extracted twice with ether. The pH of the aqueous phase was adjusted to 4-5 by slowly adding 10 % citric acid to the resulting organic solution, the organic layer was separated and dried with anhydrous sodium sulfate, the desiccant was removed by filtration and the resulting filtrate was concentrated under vacuum, and the resulting crude product was purified by silica gel column chromatography to obtain the molecules of N-Fmoc-N'-trityl-L-histidine.

Fmoc-His(Trt)-OH(109425-51-6)Related Product Information

• L-Fmoc-Aspartic acid alpha-tert-butyl ester
• Trityl candesartan
• Nalpha-Fmoc-Ndelta-trityl-L-glutamine
• Trityl Irbesartan
• Trityl candesartan cilexetil
• Fmoc-Lys(Boc)-OH
• 9-Fluorenylmethyl chloroformate
• Fmoc-Asp(OtBu)-OH
• L-Histidine
• Triphenylmethyl Chloride
• p-Toluic acid
• Fmoc-Phe-OH
• N-Fmoc-N'-trityl-D-histidine
• Fmoc-D-Asn(Trt)-OH
• N-Fmoc-N'-tosyl-L-arginine
• N-Fmoc-S-trityl-D-cysteine
• Fmoc-OSu
• N-Boc-N'-trityl-L-glutamine