75383-79-8

Usage

InChI:InChI=1/C10H20N2O3/c1-2-5-9(13)12-8(10(14)15)6-3-4-7-11/h8H,2-7,11H2,1H3,(H,12,13)(H,14,15)/t8-/m0/s1

Upstream product

• 56-87-1 L-lysine 
• 107-92-6 butyric acid 
• 2418-95-3 (S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid 

Relevant academic research and scientific papers

Repurposing the 3-Isocyanobutanoic Acid Adenylation Enzyme SfaB for Versatile Amidation and Thioesterification

Genome mining of microbial natural products enables chemists not only to discover the bioactive molecules with novel skeletons, but also to identify the enzymes that catalyze diverse chemical reactions. Exploring the substrate promiscuity and catalytic mechanism of those biosynthetic enzymes facilitates the development of potential biocatalysts. SfaB is an acyl adenylate-forming enzyme that adenylates a unique building block, 3-isocyanobutanoic acid, in the biosynthetic pathway of the diisonitrile natural product SF2768 produced by Streptomyces thioluteus, and this AMP-ligase was demonstrated to accept a broad range of short-chain fatty acids (SCFAs). Herein, we repurpose SfaB to catalyze amidation or thioesterification between those SCFAs and various amine or thiol nucleophiles, thereby providing an alternative enzymatic approach to prepare the corresponding amides and thioesters in vitro.

Novel compound N-2-alkylacryl-N-6-fluorenylmethoxycarbonyl-L-lysine

The invention relates to a novel compound N-2-alkylacryl-N-6-fluorenylmethoxycarbonyl-L-lysine (abbreviated hereinafter as compound 1). The compound 1 has a structural formula shown in the description, wherein n equals 1-18, (CH2)n is linear chain preferably, and Fmoc is fluorenylmethoxycarbonyl. As a novel L-lysine derivative compound, the N-2-alkylacryl-N-6-fluorenylmethoxycarbonyl-L-lysine is applicable to the field of medicine.

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.