(Z-Cys-OH)2

Name: (Z-Cys-OH)2
Brand: ChemScene
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CAS No. 6968-11-2
Cat. No. CS-W011491
Molecule weight508.56
Purity≥98%
MDL No.MFCD00022030

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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 6968-11-2

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General Information

CAS No. 6968-11-2
Cat. No. CS-W011491
Purity ≥98%
MDL No. MFCD00022030
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₄N₂O₈S₂
Molecular Weight 508.56
Synonym(s) None
SMILES O=C(OCC1=CC=CC=C1)N[C@H](C(O)=O)CSSC[C@@H](C(O)=O)NC(OCC2=CC=CC=C2)=O

Description

(Z-Cys-OH)2 is a stable, bench-ready dithiol reagent featuring two cysteine-derived thiol groups in a Z-configured disulfide linkage. This configuration enables selective conjugation in aqueous environments, facilitating site-specific bioconjugation and protein labeling with minimal aggregation. The molecule’s moisture-tolerant nature supports reliable handling under standard laboratory conditions.

Application

(Z-Cys-OH)₂ serves as a stable, bench-friendly dimeric precursor for cysteine-derived building blocks, enabling controlled thiol introduction in peptide synthesis and heterocycle construction. Its orthogonal reactivity supports selective functionalization under mild conditions, while the Z-protecting group ensures compatibility with standard coupling protocols and simplifies purification.

Synthesis

Route1
- In-stock
  
  56-89-3
- 501-53-1
- ~98%
- In-stock
  
  6968-11-2
References
- Gravel, Christian; Lapierre, Danielle; Labelle, Judith; Keillor, Jeffrey W. Canadian Journal of Chemistry, 2007 , vol. 85, # 3 p. 164 - 174
Route2
- 96289-13-3
- ~89%
- In-stock
  
  6968-11-2
References
- Cavelier-Frontin; Daunis; Jacquier Tetrahedron Asymmetry, 1992 , vol. 3, # 1 p. 85 - 94
Route3
- In-stock
  
  26311-04-6
- ~85%
- In-stock
  
  6968-11-2
References
- Cavelier-Frontin; Daunis; Jacquier Tetrahedron Asymmetry, 1992 , vol. 3, # 1 p. 85 - 94

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 151.26
LogP 3.127
H_Acceptors 8
H_Donors 4
Rotatable_Bonds 13

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Cysteine and derivatives

Life Science Amino Acids and their Derivatives N-protected amino acid

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

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

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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(Z-Cys-OH)2

CAS No. 6968-11-2

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