34404-32-5

Basic information

• Product Name: H-D-LYS(Z)-OH
• Synonyms: N6-[(PHENYLMETHOXY)CARBONYL]-R-LYSINE;N-EPSILON-CARBOBENZOXY-D-LYSINE;N-EPSILON-BENZYLOXYCARBONYL-D-LYSINE;N-EPSILON-Z-D-LYSINE;N-EPSILON-CBZ-D-LYSINE;D-LYSINE(CBZ);D-LYS(Z)-OH;D-LYSINE(Z)-OH
• CAS NO: 34404-32-5
• Molecular Formula: C₁₄H₂₀N₂O₄
• Molecular Weight: 280.32
• EINECS: 214-585-7
• Product Categories: Amino Acids;Amino Acids and Derivatives
• Mol File: 34404-32-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 229℃
• Boiling Point: 499.6 °C at 760 mmHg
• Flash Point: 255.9 °C
• Appearance: White/Powder
• Density: 1.206g/cm³
• Vapor Pressure: 8.43E-11mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: −20°C
• PKA: 2.53±0.24(Predicted)
• CAS DataBase Reference: H-D-LYS(Z)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-LYS(Z)-OH(34404-32-5)
• EPA Substance Registry System: H-D-LYS(Z)-OH(34404-32-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 34404-32-5(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

N6-[(Phenylmethoxy)carbonyl]-D-lysine, is protected amino acid. It can be used for the synthesis of Chrysobactin [N-(2,3-dihydroxybenzoyl)-D-lysyl-L-serine], acting as a siderophore.

InChI:InChI=1/C14H20N2O4/c15-12(13(17)18)8-4-5-9-16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)/t12-/m1/s1

Upstream product

• 32302-83-3 N-ε-benzyloxycarbonyl lysine 
• 501-53-1 benzyl chloroformate 
• 923-27-3 D-lysine 
• 7274-88-6 D-lysine hydrochloride 
• 67427-40-1 For-D-Lys(-Z)-OH 

Downstream Products

• 82611-49-2 methyl 6-N-benzyloxycarbonyl-2-N-BOC-D-lysinate 
• 55757-60-3 methyl (2R)-6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoate 

Relevant articles and documents

Novel aminopeptidase n inhibitors with improved antitumor activities

A series of aminopeptidase N (APN) inhibitors were designed and synthesized. Enzyme inhibitory, docking and antiproliferative studies were performed to evaluate the derived molecules. Molecule D15, with IC50 values of 10.9 μM, showed the best performance in the APN enzymatic inhibition assay. The binding pattern of molecule D9 and D15 in the active site of APN was predicted by docking studies. Hydrophobic and H-bond interactions were discovered to make key roles in the ligand-receptor bindings. Compared with the previous C7, several molecules such as D9, D14 and D15, exhibited significantly improved activities in inhibiting the growth of HL-60, ES-2, A549 and PLC cell lines.

Synthesis of Unnatural Amino Acids

This communication presents efficient synthetic procedures for the D and L isomers of Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyl-Nε-isopropyllysine dicyclohexylamine salt (Nα-Boc-Nε-Z-Ilys DCHA salt), the D and L isomers of Nα-tert-butyloxycarbonyl-Nεnicotinoyllysine (Nα-Boc-Niclys), β-(3-quinolyl)-D,L-alanine (3-Quinal), and the resolution into the D and L isomers of 3-Quinal.