6367-08-4

Usage

Uses

Used in Pharmaceutical Industry:
AC-LYS(Z)-OH is used as a key intermediate for the synthesis of new urea and nitrosourea derivatives of lysine and ornithine. These derivatives exhibit potent anti-HIV activity, making them valuable in the development of therapeutic agents for the treatment of HIV/AIDS.
In the synthesis process, AC-LYS(Z)-OH provides a protected lysine building block that can be selectively deprotected and further functionalized to form the desired urea and nitrosourea derivatives. The acetyl group at the N-terminus ensures the stability of the molecule during the synthesis, while the Z protecting group on the lysine side chain prevents unwanted side reactions, allowing for the selective formation of the target compounds.
Overall, AC-LYS(Z)-OH is a versatile and essential component in the development of novel anti-HIV agents, contributing to the advancement of pharmaceutical research and the improvement of patient outcomes.

InChI:InChI=1/C16H22N2O5/c1-12(19)18-14(15(20)21)9-5-6-10-17-16(22)23-11-13-7-3-2-4-8-13/h2-4,7-8,14H,5-6,9-11H2,1H3,(H,17,22)(H,18,19)(H,20,21)

Upstream product

• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 108-24-7 acetic anhydride 
• 1946-82-3 N-Ac-L-Lys-OH 
• 501-53-1 benzyl chloroformate 
• 56-87-1 L-lysine 

Downstream Products

• 50605-47-5 N^α-acetyl-N^ε-benzyloxycarbonyl-L-lysine methyl ester 
• 1946-82-3 N-Ac-L-Lys-OH 
• 50557-87-4 N^α-Acetyl-N^ε-benzyloxycarbonyl-L-lysinamid 
• 6367-09-5 N^α-Acetyl-N^ε-benzyloxycarbonyl-L-lysin-methylamid 
• 945403-68-9 2'-N-(N-α-acetyl-N-ω-benzyloxycarbonyl-L-lysyl)-amino-2'-deoxy-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-adenosine 
• 1370293-39-2 C₂₀H₃₁N₃O₄ 
• 2392-56-5 N^ε-(2-Acetamido-2-ethoxycarbonyl-ethyl)-N^ε-(2,4-dinitro-phenyl)-N^α-acetyl-L-lysin 
• 2185-04-8 N^ε-(2-Amino-2-carboxy-ethyl)-N^ε-(2,4-dinitro-phenyl)-L-lysin 
• 18810-04-3 (S)-lysinoalanine 
• 6367-18-6 N^α-Acetyl-N^ε-(2,4-dinitro-phenyl)-L-lysin-methylamid 
• 6367-10-8 N_α-acetyl-L-lysine N'-methylamide 
• 945403-74-7 2'-N-(N-α-acetyl-N-ω-benzyloxycarbonyl-L-lysyl)-amino-2'-deoxyadenosine 
• 72724-87-9 ((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-acetic acid 

Relevant academic research and scientific papers

PRODRUGS OF CYTOTOXIC ACTIVE AGENTS HAVING ENZYMATICALLY CLEAVABLE GROUPS

The invention relates to novel prodrugs or conjugates of the general formula (Ia) in which cytotoxic drugs, for example kinesin spindle protein inhibitors, are masked with legumain-cleavable groups and hence release the drug, and to the use of these prodrugs or conjugates for treatment and/or prevention of diseases, and to the use of these prodrugs or conjugates for production of medicaments for treatment and/or prevention of diseases, especially of hyperproliferative and/or angiogenic disorders, for example cancers.

Ditopic crown ether-guanidinium ion receptors for the molecular recognition of amino acids and small peptides

A series of ditopic synthetic receptors based on a crown ether-guanidinium ion recognition motif is reported. The compounds show binding affinity to selected amino acids, including important neurotransmitters. The effect of the distance of the ammonium and the carboxylate ion, the rigidity of the spacer, and the use of pre-organized pyrrole- and pyrene-guanidinium groups on binding affinity and selectivity are discussed.

Molecular rotations of N(α)-acyl-L-lysines at various pH values

Molecular rotations of N(α)-acyl-L-lysines were determined in water and in water containing various amounts of HCl or NaOH. The acyl groups were formyl, acetyl, propionyl, and butyryl. Each N(α)-acyl-L-lysine exhibited more negative rotation in HCl or NaOH solution than in water. The plot of molecular rotation against amount of HCl or NaOH resembled that of a D-α-amino acid even though N(α)-acyl-lysine was of L-form. The reason for this is discussed from the standpoint of steric factors. N(ε)-Acyl-L-lysines corresponding to the N(α)-acyl-L-lysines were synthesized as reference compounds. It was found that water-soluble N(ε)-acyl-L-lysines can be easily prepared by acylation of the Cu complex solution of L-lysine hydrochloride in the presence of triethylamine. The molecular rotation plots for N(ε)-acyl-L-lysines were typical of L-α-amino acids.