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N,N_-Diacetyl Cystine

N,N'-Diacetyl Cystine is a disulfide-bridged dimer of acetylated cysteine residues, featuring two acetyl groups appended to the ฮต-amino functionalities of each cysteine unit. This derivative exhibits a fully oxidized disulfide linkage (S-S) and retains the inherent thiol reactivity of cystine in a masked amino state. Structurally, it represents a cystine analog with enhanced thermal stability due to N-acylation, which sterically hinders oxidative degradation pathways. Synthetically, it serves as a critical HPLC reference standard for quantifying acetylation-related impurities in cystine API synthesis.

On Request
Molecular Formula C10H16N2O6S2
Molecular Weight 324.4000
CAS Number 5545-17-5 โœ“ Verified
PubChem CID 6995101 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Cystine
Lead Time On Request
IUPAC Name (2R)-2-acetamido-3-[[(2R)-2-acetamido-2-carboxyethyl]disulfanyl]propanoic acid
Official Reference Standards
Std Catalog # Quantity Price
EP A0152000 โ†— 10 MG EUR 90.00
USP 1009038 โ†— 20 mg USD 800.00

๐Ÿ“ Synonyms

N,N'-Diacetyl-L-cystine 5545-17-5 N,N'-Diacetylcystine L-Cystine, N,N'-diacetyl- N,N-Diacetylcystine 5H6NA7JU5E NSC-203780 RefChem:822201 226-911-5 (Ac-Cys-OH)2

๐Ÿ”ฌ Chemical Identifiers

CC(=O)N[C@@H](CSSC[C@@H](C(=O)O)NC(=O)C)C(=O)O
InChI=1S/C10H16N2O6S2/c1-5(13)11-7(9(15)16)3-19-20-4-8(10(17)18)12-6(2)14/h7-8H,3-4H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
YTPQSLLEROSACP-YUMQZZPRSA-N

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