Peptide research 1992-01-01

Compatibility of the S-(3-nitro-2-pyridinesulfenyl) protecting group with DCC/HOBt coupling chemistry.

R Matsueda, S Higashida, F Albericio, D Andreu

Index: Pept. Res. 5(5) , 262-4, (1992)

Full Text: HTML

Abstract

Two recent reports on the partial lability of the 3-nitro-2-pyridinesulfenyl (Npys) thiol protecting group towards 1-hydroxy-benzotriazole (HOBt) have prompted a rechecking of the chemical behavior of this group. Using both soluble and polymer-bound forms of Cys(Npys) as test materials, the complete stability of this protection against HOBt has now been definitively established, and its compatibility with Boc-benzyl-based solid-phase synthesis strategies has been clearly confirmed by stability assays against a wide range of reagents, as well as by the successful synthesis of several Cys(Npys)-containing peptides.

Related Compounds

Related Articles:

Synthesis of disulfide-bridged fragments of omega-conotoxins GVIA and MVIIA. Use of Npys as a protecting/activating group for cysteine in Fmoc syntheses.

1994-04-01

[Int. J. Pept. Protein Res. 43(4) , 363-6, (1994)]

Synthesis and stability of 3-nitro-2-pyridinesulfenyl chloride (NpysCl).

1993-11-01

[Int. J. Pept. Protein Res. 42(2) , 159-64, (1993)]

Discriminative affinity labelling of opioid receptors by enkephalin and morphiceptin analogues containing 3-nitro-2-pyridinesulphenyl-activated thiol residues.

[J. Chromatogr. A. 597(1-2) , 425-8, (1992)]

Thiolysis of the 3-nitro-2-pyridinesulfenyl (Npys) protecting group. An approach towards a general deprotection scheme in peptide synthesis.

1990-06-01

[Int. J. Pept. Protein Res. 35(6) , 545-9, (1990)]

Design and synthesis of a kininogen-based selective inhibitor of thrombin-induced platelet aggregation.

1994-01-01

[Pept. Res. 7 , 32-35, (1994)]

More Articles...