26311-04-6

Basic information

• Product Name: N-[(benzyloxy)carbonyl]-S-tritylcysteine
• CAS NO: 26311-04-6
• Molecular Formula: C₃₀H₂₇NO₄S
• Molecular Weight: 497.6047
• Mol File: 26311-04-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 674.2°C at 760 mmHg
• Flash Point: 361.5°C
• Density: 1.252g/cm³
• Vapor Pressure: 4.25E-19mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: N-[(benzyloxy)carbonyl]-S-tritylcysteine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(benzyloxy)carbonyl]-S-tritylcysteine(26311-04-6)
• EPA Substance Registry System: N-[(benzyloxy)carbonyl]-S-tritylcysteine(26311-04-6)

Safety Data

• Hazardous Substances Data: 26311-04-6(Hazardous Substances Data)

Usage

Description

N-[(benzyloxy)carbonyl]-S-tritylcysteine is a chemical compound that features a benzyl carbamate group attached to the nitrogen of the cysteine amino acid, with a trityl group also attached to the sulfur atom of the cysteine residue. N-[(benzyloxy)carbonyl]-S-tritylcysteine provides protection for the thiol group and is characterized by its stability and solubility, making it an essential reagent in peptide chemistry for the protection and manipulation of cysteine-containing peptides.

Uses

Used in Peptide Synthesis:
N-[(benzyloxy)carbonyl]-S-tritylcysteine is used as a protecting group in peptide synthesis to prevent unwanted reactions at the cysteine residue. Its presence ensures that the cysteine thiol group remains unreactive until the desired peptide has been synthesized, at which point it can be selectively removed.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-[(benzyloxy)carbonyl]-S-tritylcysteine is utilized for the development of peptide-based drugs. Its role in protecting the thiol group of cysteine residues is crucial for maintaining the integrity and functionality of the peptide during the synthesis process, thereby facilitating the creation of effective therapeutic agents.
Used in Research Laboratories:
N-[(benzyloxy)carbonyl]-S-tritylcysteine is also used in research laboratories for the study and manipulation of cysteine-containing peptides. Its stability and solubility properties make it easier to handle and work with in various experimental setups, contributing to advancements in peptide-related research.

Upstream product

• 77628-29-6 N-benzyloxycarbonyl-S-trityl-L-cysteine dicyclohexylammonium salt 
• 62675-68-7 S-(triphenylmethyl)-L-cysteine methyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 
• 76-83-5 trityl chloride 
• 2799-07-7 S-trityl-L-cysteine 

Downstream Products

• 1400924-50-6 Z-Cys-Leu-OMe 
• 1400924-55-1 Z-Cys-Leu-Phe-Pyrene 
• 1400924-51-7 Z-Cys(Trt)-Leu-Phe-Pyrene 
• 4526-91-4 N--glycin-ethylester 
• 129119-11-5 N-benzyloxycarbonyl-S-trityl-L-cysteinyl-L-alanine benzyl ester 
• 129119-13-7 N-benzyloxycarbonyl-S-<<5,8a-dimethyl-3a,5,6,7,8,8a,9,9a-octahydro-2(3H)-oxo-3-naphtho<2,3-b>furanyl>methyl>-L-cysteinyl-L-alanine methyl ester 
• 129119-12-6 N-carbobenzoxy-L-cysteinylglycyl-L-alanine methyl ester 
• 919487-84-6 N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester 
• 488862-45-9 methyl N-(benzyloxycarbonyl)-S-triphenylmethyl-(R)-cysteinyl-(S)-allylglycinate 
• 38595-81-2 (R)-2-Benzyloxycarbonylamino-3-((R)-2-benzyloxycarbonylamino-2-carboxy-ethyldisulfanyl)-propionic acid; compound with dicyclohexyl-amine 
• 6968-11-2 N,N'-bis(benzyloxycarbonyl)-L-cystine 
• 139924-68-8 (R)-2-Benzyloxycarbonylamino-3-tritylsulfanyl-propionic acid 2-((R)-2-benzyloxycarbonylamino-3-tritylsulfanyl-propionyloxy)-ethyl ester 
• 140147-27-9 (R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propionic acid 2-((R)-2-benzyloxycarbonylamino-3-tritylsulfanyl-propionyloxy)-ethyl ester 
• 77628-05-8 N-benzyloxycarbonyl-S-trityl-L-cysteinyl-D-penicillamine methyl ester 

Relevant articles and documents

Site-selective chemistry and the attachment of peptides to the surface of a microelectrode array

Peptides have been site-selectively placed on microelectrode arrays with the use of both thiol-based conjugate additions and Cu(I)-coupling reactions between thiols and aryl halides. The conjugate addition reactions used both acrylate and maleimide Michae