823829-22-7

Upstream product

• 312300-10-0 (4-methoxybenzyl)(3,4,5-trimethoxyphenyl)sulfane 
• 68-12-2 N,N-dimethyl-formamide 
• 642-71-7 3,4,5-trimethoxyphenol 
• 52978-83-3 2,3,4-trimethoxy-6-nitrobenzaldehyde 
• 6258-60-2 p-methoxybenzylmercaptan 
• 16807-30-0 3,4,5-trimethoxyphenylmercaptan 
• 433935-37-6 O-ethyl-S-(3,4,5-trimethoxyphenyl)carbonodithioate 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 143287-98-3 3,4,5-trimethoxyphenyl trifluoromethanesulfonate 

Downstream Products

• 908124-92-5 N-{1-[1-(1-carbamoyl-ethylcarbamoyl)-2-hydroxy-ethylcarbamoyl]-4-guanidino-butyl}-3-(4-carbamoyl-2-{2-[2,3,4-trimethoxy-6-(4-methoxy-benzylsulfanyl)-benzylamino]-propionylamino}-butyrylamino)-succinamic acid 
• 908124-99-2 C₅₅H₈₄N₁₆O₂₄S₂ 

Relevant academic research and scientific papers

Rapid access to Asp/Glu sidechain hydrazides as thioester precursors for peptide cyclization and glycosylation

Head-to-sidechain macrocylic peptides, and neoglycopeptides, were readily prepared by site-specific amidation of aspartic and glutamic acid sidechain hydrazides. Hydrazides, serving as latent thioesters, were introduced through regioselective opening of the corresponding Nα-Fmoc protected anhydride precursors.

On-resin peptide ligation via C-terminus benzyl ester

Here, we report a new approach of on-resin peptide ligation using C-terminal benzyl ester as the stabilized precursor of thioester, which enables both N-terminal elongation and C-terminal peptide ligation on a Rink Amide resin. On-resin native chemical ligation and auxiliary-assisted peptide ligation were successfully achieved. This method is compatible to both protected and unprotected peptide fragments and has potential application in poor water-soluble peptide ligation.

N-Linked Glycosyl Auxiliary-Mediated Native Chemical Ligation on Aspartic Acid: Application towards N-Glycopeptide Synthesis

A practical approach towards N-glycopeptide synthesis using an auxiliary-mediated dual native chemical ligation (NCL) has been developed. The first NCL connects an N-linked glycosyl auxiliary to the thioester side chain of an N-terminal aspartate oligopeptide. This intermediate undergoes a second NCL with a C-terminal thioester oligopeptide. Mild cleavage provides the desired N-glycopeptide.

Orthogonal ligation: A three piece assembly of a PNA-peptide-PNA conjugate

A PNA-peptide-PNA conjugate was assembled from three fragments using a combination of native chemical ligation and an orthogonal, auxiliary-mediated ligation. The Royal Society of Chemistry.

Rapid synthesis of acyl transfer auxiliaries for cysteine-free native glycopeptide ligation

(Chemical Equation Presented) Rapid, facile routes to the TFA-cleavable 4,5,6-trimethoxy-2-mercaptobenzyl and 1-(2,4-dimethoxyphenyl)-2-mercaptoethyl classes of auxiliaries for cysteine-free native chemical ligation are described. Rapid synthesis, coupled