Boc-Lys(Z)-OSu

Name: Boc-Lys(Z)-OSu
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 34404-36-9
Cat. No. CS-W008382
Purity≥98%
MDL No.MFCD00037915

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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 34404-36-9

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General Information

CAS No. 34404-36-9
Cat. No. CS-W008382
Purity ≥98%
MDL No. MFCD00037915
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₃₁N₃O₈
Molecular Weight 477.51
Synonym(s) None
SMILES O=C([C@H](CCCCNC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O)ON2C(CCC2=O)=O

Description

Boc-Lys(Z)-OSu serves as a bifunctional reagent for peptide synthesis, combining a protected lysine side chain with a reactive ester group. The Z-protecting group ensures selective alkylation at the ε-amino function, while the OSu moiety enables efficient coupling under mild conditions. This derivative facilitates site-specific conjugation and is compatible with standard solid-phase workflows.

Application

Boc-Lys(Z)-OSu serves as a bifunctional amino acid derivative enabling efficient peptide coupling and side-chain protection. The Boc group provides stable N-terminal protection, while the Z (benzyloxycarbonyl) group selectively shields the lysine side chain. The OSu (N-hydroxysuccinimide ester) moiety facilitates rapid conjugation with primary amines under physiological conditions, making it ideal for solid-phase peptide synthesis and the construction of complex peptide architectures with high yield and minimal racemization.

Synthesis

Route1
- In-stock
  
  2389-45-9
- 107960-02-1
- ~83%
- In-stock
  
  34404-36-9
References
- Jaoudai, Mahmoud; Martinez, Jean; Castro, Bertrand Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2364 - 2367
Route2
- In-stock
  
  6066-82-6
- In-stock
  
  2389-45-9
- ~99%
- In-stock
  
  34404-36-9
References
- Rosowsky, Andre; Wright, Joel E. Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5551 - 5558

Safety Information

Download SDS

GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 140.34
LogP 2.5836
H_Acceptors 8
H_Donors 2
Rotatable_Bonds 10

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Lysine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Boc-Lys(Z)-OSu

CAS No. 34404-36-9

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