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CS-W001157 4
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H-Lys(Z)-NH2.HCl

  • CAS No. 58117-53-6

  • Cat. No. CS-0149999
  • Molecule weight315.80
  • Purity≥97%
  • MDL No.MFCD00035520

*For research and further manufacturing use only, not for direct human use.

H-Lys(Z)-NH2.HCl|CS-0149999

Structure of 58117-53-6

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General Information

  • CAS No. 58117-53-6
  • Cat. No. CS-0149999
  • Purity ≥97%
  • MDL No. MFCD00035520
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂ClN₃O₃
  • Molecular Weight 315.80
  • Synonym(s) Benzyl (S)-(5,6-diamino-6-oxohexyl)carbamate monohydrochloride
  • SMILES NC([C@@H](N)CCCCNC(OCC1=CC=CC=C1)=O)=O.Cl

Description

H-Lys(Z)-NH2·HCl features a protected lysine side chain with a benzyloxycarbonyl (Z) group, enabling selective incorporation in peptide synthesis. The protonated amine ensures solubility and stability under standard reaction conditions. This derivative facilitates efficient coupling steps while minimizing side reactions.

Application

H-Lys(Z)-NH₂·HCl serves as a protected lysine building block for peptide synthesis, enabling selective incorporation of the ε-amino group in solid-phase and solution-phase workflows. The benzyloxycarbonyl (Z) group provides robust protection under standard conditions, while the terminal amine is delivered as a stable hydrochloride salt, facilitating handling and purification. Its compatibility with diverse coupling reagents and orthogonal deprotection strategies supports efficient access to complex peptide architectures.

Synthesis

  • Route1

    References

    • Beck-Piotraschke, Karin; Jakubke, Hans-Dieter Tetrahedron Asymmetry, 1998 , vol. 9, # 9 p. 1505 - 1518
  • Route2

    References

    • Tetrahedron Asymmetry, , vol. 9, # 9 p. 1505 - 1518

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   107.44
  • LogP   1.3175
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   8

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