N,N'-Diacetyl-L-cystine

Name: N,N'-Diacetyl-L-cystine
Brand: ChemScene
Availability: InStock
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CAS No. 5545-17-5
Cat. No. CS-0083231
Purity≥98%
MDL No.MFCD00152053

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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 5545-17-5

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General Information

CAS No. 5545-17-5
Cat. No. CS-0083231
Purity ≥98%
MDL No. MFCD00152053
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆N₂O₆S₂
Molecular Weight 324.37
Synonym(s) DiNAC; (Ac-Cys-OH)2
SMILES O=C(O)[C@H](CSSC[C@@H](C(O)=O)NC(C)=O)NC(C)=O

Application

N,N'-Diacetyl-L-cystine serves as a stable, bench-ready precursor for cysteine-derived disulfides and thiol-containing scaffolds. Its acetylated thiols exhibit enhanced stability and solubility, enabling reliable use in peptide conjugation, redox probe synthesis, and the construction of heterocyclic systems via controlled oxidation or nucleophilic displacement. Functions effectively in standard coupling and protection protocols.

Synthesis

Route1
- In-stock
  
  616-91-1
- ~98%
- In-stock
  
  5545-17-5
References
- Oba, Makoto; Tanaka, Kazuhito; Nishiyama, Kozaburo; Ando, Wataru Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 4173 - 4177
Route2
- In-stock
  
  616-91-1
- ~0%
- In-stock
  
  5545-17-5
- 56577-02-7
References
- Stamler, Jonathan S.; Loscalzo, Joseph Analytical Chemistry, 1992 , vol. 64, # 7 p. 779 - 785
Route3
- In-stock
  
  56-89-3
- 108-24-7
- ~%
- In-stock
  
  5545-17-5
References
- Journal of Biological Chemistry, , vol. 94, p. 244 Archives of Biochemistry, , vol. 18, p. 379

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 132.8
LogP -0.4536
H_Acceptors 6
H_Donors 4
Rotatable_Bonds 9

Other Classifications

Building Blocks Functional Group Disulfide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Analytical Science Drug Impurity Reference Substance Other Drugs Other impurity

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N,N'-Diacetyl-L-cystine

CAS No. 5545-17-5

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