NO as temporary guanidino-protecting group provides efficient access to Pbf-protected argininic acid

Tommaso Cupido; Jan Spengler; Klaus Burger; Fernando Albericio

doi:10.1016/j.tetlet.2005.07.126

NO as temporary guanidino-protecting group provides efficient access to Pbf-protected argininic acid

Tommaso Cupido
, Jan Spengler
, Klaus Burger
, Fernando Albericio

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

Pbf-protected argininic acid [H-OArg(Pbf)-OH], a building block for Fmoc-solid phase peptide synthesis, is obtained in high yield when a large excess of nitrosating agent is used in conjunction with intermediate N ^δ-nitrosyl protection and N^δ-denitrosation in aqueous acidic medium.

Original language	English
Pages (from-to)	6733-6735
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2005.07.126
State	Published - 26 Sep 2005
Externally published	Yes

Keywords

Arginine
Depsipeptides
Side-reactions
Solid phase peptide synthesis

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10.1016/j.tetlet.2005.07.126

Cite this

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title = "NO as temporary guanidino-protecting group provides efficient access to Pbf-protected argininic acid",

abstract = "Pbf-protected argininic acid [H-OArg(Pbf)-OH], a building block for Fmoc-solid phase peptide synthesis, is obtained in high yield when a large excess of nitrosating agent is used in conjunction with intermediate N δ-nitrosyl protection and Nδ-denitrosation in aqueous acidic medium.",

keywords = "Arginine, Depsipeptides, Side-reactions, Solid phase peptide synthesis",

author = "Tommaso Cupido and Jan Spengler and Klaus Burger and Fernando Albericio",

year = "2005",

month = sep,

day = "26",

doi = "10.1016/j.tetlet.2005.07.126",

language = "Ingl{\'e}s",

volume = "46",

pages = "6733--6735",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - NO as temporary guanidino-protecting group provides efficient access to Pbf-protected argininic acid

AU - Cupido, Tommaso

AU - Spengler, Jan

AU - Burger, Klaus

AU - Albericio, Fernando

PY - 2005/9/26

Y1 - 2005/9/26

N2 - Pbf-protected argininic acid [H-OArg(Pbf)-OH], a building block for Fmoc-solid phase peptide synthesis, is obtained in high yield when a large excess of nitrosating agent is used in conjunction with intermediate N δ-nitrosyl protection and Nδ-denitrosation in aqueous acidic medium.

AB - Pbf-protected argininic acid [H-OArg(Pbf)-OH], a building block for Fmoc-solid phase peptide synthesis, is obtained in high yield when a large excess of nitrosating agent is used in conjunction with intermediate N δ-nitrosyl protection and Nδ-denitrosation in aqueous acidic medium.

KW - Arginine

KW - Depsipeptides

KW - Side-reactions

KW - Solid phase peptide synthesis

UR - https://www.scopus.com/pages/publications/23944433364

U2 - 10.1016/j.tetlet.2005.07.126

DO - 10.1016/j.tetlet.2005.07.126

M3 - Artículo

AN - SCOPUS:23944433364

SN - 0040-4039

VL - 46

SP - 6733

EP - 6735

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

NO as temporary guanidino-protecting group provides efficient access to Pbf-protected argininic acid

Abstract

Keywords

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