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

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

Uses

Used in Pharmaceutical Industry:
H-D-LYS(Z)-OH is used as a building block for the synthesis of pharmaceutical compounds, specifically Chrysobactin [N-(2,3-dihydroxybenzoyl)-D-lysyl-L-serine], which acts as a siderophore. This application is due to its unique chemical structure that allows for the creation of complex molecules with potential therapeutic properties.
Used in Chemical Synthesis:
H-D-LYS(Z)-OH is used as a protected amino acid in chemical synthesis processes. Its protective group (Z) ensures that the amino acid's functional groups are shielded during reactions, preventing unwanted side reactions and allowing for selective modifications. This application is important for the development of new compounds with specific properties and functions.
Used in Research and Development:
H-D-LYS(Z)-OH is used as a research tool in the field of biochemistry and molecular biology. Its unique structure and properties make it a valuable compound for studying protein synthesis, enzyme mechanisms, and other biological processes. This application is crucial for advancing our understanding of biological systems and developing new therapeutic strategies.

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

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

Downstream Products

• 55878-47-2 (R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 
• 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

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Concise and efficient total syntheses of bromotyrosine-derived metabolites aplysinellamides A and B, isolated from Australian marine sponge Aplysinella sp., have been accomplished in seven steps. A condensation between cinnamic acid and Boc-D-lysine methyl ester was applied to form the amide skeleton as a key step.

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