19547-88-7

Usage

Uses

Used in Pharmaceutical Industry:
L-Cysteine, N-acetyl-,methyl ester, acetate (ester) (9CI) is used as a pharmaceutical agent for its NDM-1 inhibition activity. This makes it a potential candidate for the development of new drugs targeting NDM-1 enzymes, which are associated with antibiotic resistance in bacteria.
Used in Addiction Treatment:
L-Cysteine, N-acetyl-,methyl ester, acetate (ester) (9CI) is used as a therapeutic agent for reducing the relapse of addictive behavior. Its potential in this area has been researched, and it may offer a new approach to managing addiction and promoting recovery.

InChI:InChI=1/C8H13NO4S/c1-5(10)9-7(8(12)13-3)4-14-6(2)11/h7H,4H2,1-3H3,(H,9,10)/t7-/m0/s1

Upstream product

• 18598-63-5 L-cysteine methyl ester hydrochloride 
• 108-24-7 acetic anhydride 
• 67-56-1 methanol 
• 52-89-1 l-cysteine hydrochloride 
• 7652-46-2 Ac-Cys-OMe 
• 75-36-5 acetyl chloride 
• 616-91-1 N-acetylcystein 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 507-09-5 tiolacetic acid 

Downstream Products

• 7652-46-2 Ac-Cys-OMe 

Relevant academic research and scientific papers

Metabolites of Microorganisms. Sulfur-Containing Ansa Compounds of the Naphthomycin Type

From a strain of Streptomyces (Tue 2357) in addition to naphthomycin A, 4 new yellow pigments were isolated and their structures determined by spectroscopic comparison with naphthomycin A.Whereas the naphthomycins D and E are simple derivatives of naphthomycin A, having OH and H, respectively, instead of Cl, the naphthomycins F and G contain an N-acetylcysteine residue linked to the aromatic moiety by a thioether group.Degradations with O3 yielded identical products from the naphthomycins A, D, F, and G, showing coincident configurations in parts of the molecules.Naphthomycin F shows some biological activity against gram-positive bacteria and fungi, although much weaker than naphthomycin A.The naphthomycins D, E, and G are inactive against microorganisms.

Chemoselective Synthesis of N-Terminal Cysteinyl Thioesters via β,γ-C,S Thiol-Michael Addition

Dehydroalanine (ΔAla) is a highly electrophilic residue that can react efficiently with sulfur nucleophiles to furnish cysteinyl analogues. Herein, we report an efficient synthesis of N-terminal cysteinyl thioesters, suitable for S,N-acyl transfer, based on β,γ-C,S thiol-Michael addition. Both ionic and radical-based methodologies were found to be efficient for this process.