944797-51-7

Basic information

• Product Name: FMoc-N-Me-Cys(Trt)-OH
• Synonyms: FMoc-N-Me-Cys(Trt)-OH;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-S-(triphenylmethyl)-L-cysteine;(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tritylthio)propanoic acid;(9H-Fluoren-9-yl)MethOxy]Carbonyl N-Me-Cys(Trt)-OH
• CAS NO: 944797-51-7
• Molecular Formula: C38H33NO4S
• Molecular Weight: 599.73792
• EINECS: -0
• Product Categories: amino acids
• Mol File: 944797-51-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 234-239°C
• Boiling Point: 746.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.72±0.10(Predicted)
• CAS DataBase Reference: FMoc-N-Me-Cys(Trt)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMoc-N-Me-Cys(Trt)-OH(944797-51-7)
• EPA Substance Registry System: FMoc-N-Me-Cys(Trt)-OH(944797-51-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 944797-51-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 944797-51-7 differently. You can refer to the following data:
1. Fmoc-N-Me-L-Cys(Trt)-OH (CAS# 944797-51-7) is an fmoc- and trityl-protected derivative of L-cysteine (C995000) used as a building block for peptides or peptide fragments, such as the solid-phase synthesis of Triostin A.
2. Fmoc-N-Me-Cys(Trt)-OH is a Fmoc-protected derivative of N-methyl cysteine used as a building block to prepare peptide thioesters under acidic conditions. The residue attached to the amino group of N-methylcysteine can migrate to the cysteinyl thiol group, resulting in the formation of a peptide thioester. The introduction of this Fmoc-protected derivative is best achieved using HATU as a coupling reagent in the presence of DIPEA (N, N-Diisopropylethylamine). It can also be used to prepare Fmoc-N-Me-Cys(Trt)-OAllyl intermediate for the solid-phase synthesis of dithiol Triostin A.

Upstream product

• 166169-98-8 N-methyl-Cys(Trt) 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 2799-07-7 S-trityl-L-cysteine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Relevant articles and documents

Isostearyl Mixed Anhydrides for the Preparation of N-Methylated Peptides Using C-Terminally Unprotected N-Methylamino Acids

Sustainable and efficient manufacturing methods for N-methylated peptides remain underexplored despite growing interest in therapeutic N-methylated peptides within the pharmaceutical industry. A methodology for the coupling of C-terminally unprotected N-methylamino acids mediated by an isostearic acid halide (ISTAX) and silylating reagent has been developed. This approach allows for the coupling of a wide variety of amino acids and peptides in high yields under mild conditions without the need for a C-terminal deprotection step in the process of C-terminal elongation. These advantages make this a useful synthetic method for the production of peptide therapeutics and diagnostics containing N-methylamino acids.

N-Alkyl cysteine-assisted thioesterification of peptides

A new method for the preparation of peptide thioester by the post-solid phase peptide synthesis (SPPS) approach was developed. A series of N-alkyl cysteine derivatives were prepared and used as the C-terminus residue of the peptides prepared by the Fmoc S