FMOC-S-trityl-L-cysteine Chemical Properties

Melting point:

170-173 °C(lit.)

alpha 

16 º (c=1, THF)

Boiling point:

763.4±60.0 °C(Predicted)

Density 

1.270±0.06 g/cm3(Predicted)

refractive index 

18 ° (C=1, THF)

storage temp. 

2-8°C

solubility 

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

pka

3.70±0.10(Predicted)

form 

Powder

color 

White to almost white

optical activity

[α]20/D +16.0±2°, c = 1% in THF

Water Solubility 

Insoluble in water. Soluble in most organic solvents.

BRN 

4221286

InChIKey

KLBPUVPNPAJWHZ-UMSFTDKQSA-N

CAS DataBase Reference

103213-32-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-26

WGK Germany 

3

F 

9-21

Hazard Note 

Irritant

HS Code 

29309090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

FMOC-S-trityl-L-cysteine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Fmoc-Cys(Trt)-OH is an N-terminal protected cysteine derivative used in peptide synthesis. Some of the examples are:

• Synthesis of mono- and bi-functionalized platinum(IV) complexes to target angiogenic tumor vasculature.
• Synthesis of proteins through native chemical ligation of peptide hydrazides as thioester surrogates via solid-phase synthesis.
• Synthesis of glycoconjugates by conjugating reducing sugars to cysteine residues of peptides.

Uses

FMOC-S-trityl-L-cysteine is potentially useful for proteomics studies, and solid phase peptide synthesis techniques. The compound could be useful as an unusual amino acid analog to aid in the deconvolution of protein structure and function.

General Description

The standard derivative for Fmoc SPPS of peptides containing Cys [1]. The Trt group is removed with 95% TFA containing 1-5% TIS. Ideally, this derivative should be introduced using the symmetrical anhydride or DIPCDI/HOBt activation [2,3] to minimize enantiomerization. If activation with uronium or phosphonium reagents, such as HBTU or PyBOP^®, is to be employed, it is strongly recommended that collidine is used as the base [4], as this has been shown to significantly reduce loss of optical integrity during coupling.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

FMOC-S-trityl-L-cysteine(103213-32-7)Related Product Information

• ALTRENOGEST
• METHOXYCARBONYLSULFENYL CHLORIDE
• Fmoc-Lys(Boc)-OH
• Triphenylmethyl Chloride
• Fmoc-Phe-OH
• p-Toluenesulfonic acid
• 9-Fluorenylmethyl chloroformate
• 6-Aminocaproic acid
• Glycine
• L-Fmoc-Aspartic acid alpha-tert-butyl ester
• PYRAZOPHOS
• L-Cysteine
• Trityl candesartan cilexetil
• Trityl Irbesartan
• CARBONYL SULFIDE
• Propionic acid
• Fmoc-OSu
• Tris(hydroxymethyl)aminomethane