Application of dimethylsulphoxide(DMSO) / trifluoroacetic acid(TFA) oxidation to the synthesis of cystine-containing peptide

Akira Otaka; Takaki Koide; Atsuko Shide; Nobutaka Fujii

doi:10.1016/S0040-4039(00)92050-1

Application of dimethylsulphoxide(DMSO) / trifluoroacetic acid(TFA) oxidation to the synthesis of cystine-containing peptide

Akira Otaka^*, Takaki Koide, Atsuko Shide, Nobutaka Fujii

^*Corresponding author for this work

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

80 Citations (Scopus)

Abstract

S-protected cysteine derivatives [Cys(Trt), Cys(MBzl), Cys(Dbs), Cys(Bzh)] as well as cysteine were converted to cystine by the action of DMSO / TFA; as examples, two model peptides, oxytocin and an α-human calcitonin gene-related peptide (α-hCGRP), were prepared by this reaction.

Original language	English
Pages (from-to)	1223-1226
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(00)92050-1
Publication status	Published - 1991 Feb 25
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)92050-1

Cite this

@article{9a7b5f9c67824cfa9872de440b509c0d,

title = "Application of dimethylsulphoxide(DMSO) / trifluoroacetic acid(TFA) oxidation to the synthesis of cystine-containing peptide",

abstract = "S-protected cysteine derivatives [Cys(Trt), Cys(MBzl), Cys(Dbs), Cys(Bzh)] as well as cysteine were converted to cystine by the action of DMSO / TFA; as examples, two model peptides, oxytocin and an α-human calcitonin gene-related peptide (α-hCGRP), were prepared by this reaction.",

author = "Akira Otaka and Takaki Koide and Atsuko Shide and Nobutaka Fujii",

year = "1991",

month = feb,

day = "25",

doi = "10.1016/S0040-4039(00)92050-1",

language = "English",

volume = "32",

pages = "1223--1226",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "9",

}

TY - JOUR

T1 - Application of dimethylsulphoxide(DMSO) / trifluoroacetic acid(TFA) oxidation to the synthesis of cystine-containing peptide

AU - Otaka, Akira

AU - Koide, Takaki

AU - Shide, Atsuko

AU - Fujii, Nobutaka

PY - 1991/2/25

Y1 - 1991/2/25

N2 - S-protected cysteine derivatives [Cys(Trt), Cys(MBzl), Cys(Dbs), Cys(Bzh)] as well as cysteine were converted to cystine by the action of DMSO / TFA; as examples, two model peptides, oxytocin and an α-human calcitonin gene-related peptide (α-hCGRP), were prepared by this reaction.

AB - S-protected cysteine derivatives [Cys(Trt), Cys(MBzl), Cys(Dbs), Cys(Bzh)] as well as cysteine were converted to cystine by the action of DMSO / TFA; as examples, two model peptides, oxytocin and an α-human calcitonin gene-related peptide (α-hCGRP), were prepared by this reaction.

UR - http://www.scopus.com/inward/record.url?scp=0026099676&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0026099676&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)92050-1

DO - 10.1016/S0040-4039(00)92050-1

M3 - Article

AN - SCOPUS:0026099676

SN - 0040-4039

VL - 32

SP - 1223

EP - 1226

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Application of dimethylsulphoxide(DMSO) / trifluoroacetic acid(TFA) oxidation to the synthesis of cystine-containing peptide

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this