Synthesis of nucleoside-peptide conjugate with disulfide bond as linker at C-5 of uridine

Abstract

Abstract:

In order to prepare pyrimidine nucleoside-peptide conjugate concisely, we developed a one-pot synthetic strategy. Started from uridine, 5-S-acetyl-thiomethyl-2',3'-di-O-isopropylidene-uridine (4) was synthesized as the key intermediate in four steps. Under acidic condition, compound 4 was deprotected and reacted with PySS-R (8, 12, 15, Py = 2-pyridyl, R = amino acid or peptide) in one pot to form uridine conjugates (9, 13, 2) with disulfide bond as linker.

Key words: Nucleoside-peptide conjugate, Nucleoside-peptide conjugate, Thiol exchange, Thiol exchange, Disulfide bond formation, Disulfide bond formation

CLC Number:

R916

Supporting:

Fei-Lin Nie, Xiao-Feng Wang, Yang Liu, Zhen-Jun Yang^*, Liang-Ren Zhang, Li-He Zhang. Synthesis of nucleoside-peptide conjugate with disulfide bond as linker at C-5 of uridine
[J]. .

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