Compound Q&A

How is L-Cysteinamide,N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-a-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1->6)-disulfide (CAS: 148031-34-9) typically synthesized?

Answer

L-Cysteinamide,N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-a-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1->6)-disulfide
This cyclic peptide is typically synthesized through solid-phase peptide synthesis (SPPS) using standard Fmoc chemistry. The reaction involves coupling amino acids one by one, followed by removal of the Fmoc group and protection of the thiol group. The thiol is then oxidized to form the disulfide bond using oxidizing agents like iodine or sodium periodate. The final product is isolated and purified using HPLC.

About

English Name L-Cysteinamide,N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-a-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1->6)-disulfide
Molecular Formula C35H49N11O9S2
Molecular Weight 832 g/mol
SMILES C1CC2C(=O)NC(CSSCCC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N2C1)CC3=CNC4=CC=CC=C43)CC(=O)O)CCCCN=C(N)N)C(=O)N
InChIKey CZKPOZZJODAYPZ-UHFFFAOYSA-N
Last Updated: 2025-09-09 08:06

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