H-D-Lys(Z)-OH

Name: H-D-Lys(Z)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 34404-32-5
Cat. No. CS-W014566
Purity≥97%
MDL No.MFCD00063120

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 34404-32-5

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General Information

CAS No. 34404-32-5
Cat. No. CS-W014566
Purity ≥97%
MDL No. MFCD00063120
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀N₂O₄
Molecular Weight None
Synonym(s) None
SMILES N[C@@H](C(O)=O)CCCCNC(OCC1=CC=CC=C1)=O

Description

H-D-Lys(Z)-OH is a protected D-lysine derivative featuring a benzyl carbamate (Z) group at the α-amino terminus and a free carboxylic acid at the side chain. This configuration enables direct incorporation into peptide sequences requiring D-amino acid placement, offering enhanced metabolic stability and resistance to proteolytic degradation during synthetic workflows.

Application

H-D-Lys(Z)-OH serves as a key building block in peptide synthesis, offering a protected lysine residue with a stable benzyloxycarbonyl (Z) group. Its well-established reactivity enables efficient coupling and orthogonal deprotection workflows, facilitating the construction of complex peptide architectures. The Z-protecting group provides excellent bench stability and compatibility with standard Fmoc-based strategies, simplifying purification and enhancing synthetic control.

Synthesis

Route1
- 32302-83-3
- ~%
- In-stock
  
  34404-32-5
References
- Journal of the American Chemical Society, , vol. 80, p. 953,954, 957
Route2
- 67427-40-1
- ~%
- In-stock
  
  34404-32-5
References
- Bulletin of the Chemical Society of Japan, , vol. 51, p. 1899 - 1900
Route3
- In-stock
  
  7274-88-6
- 501-53-1
- ~%
- In-stock
  
  34404-32-5
References
- Journal of Chemical Research, Miniprint, , # 5 p. 914 - 934

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 101.65
LogP 1.495
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Lysine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Key Words

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H-D-Lys(Z)-OH

CAS No. 34404-32-5

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