A general method for coupling unprotected peptides to bromoacetamido porphyrin templates

Christin T. Choma; Karen Kaestle; Karin S. Åkerfeldt; Ronald M. Kim; John Taylor Groves; William F. DeGrado

doi:10.1016/S0040-4039(00)73388-0

A general method for coupling unprotected peptides to bromoacetamido porphyrin templates

Christin T. Choma
, Karen Kaestle
, Karin S. Åkerfeldt
, Ronald M. Kim
, John Taylor Groves
, William F. DeGrado

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

25 Scopus citations

Abstract

An N-terminal cysteine is used to displace bromide from a bromoacetylated porphyrin to yield a thioether linkage between the peptide and the template. Unlike amide coupling reactions, this approach should be compatible with any peptide sequence provided there is only a single cysteine.

Original language	English (US)
Pages (from-to)	6191-6194
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4039(00)73388-0
State	Published - Aug 22 1994

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)73388-0

Cite this

@article{e6a75289c18d4a16891072ffa6fde6fd,

title = "A general method for coupling unprotected peptides to bromoacetamido porphyrin templates",

abstract = "An N-terminal cysteine is used to displace bromide from a bromoacetylated porphyrin to yield a thioether linkage between the peptide and the template. Unlike amide coupling reactions, this approach should be compatible with any peptide sequence provided there is only a single cysteine.",

author = "Choma, \{Christin T.\} and Karen Kaestle and {\AA}kerfeldt, \{Karin S.\} and Kim, \{Ronald M.\} and Groves, \{John Taylor\} and DeGrado, \{William F.\}",

year = "1994",

month = aug,

day = "22",

doi = "10.1016/S0040-4039(00)73388-0",

language = "English (US)",

volume = "35",

pages = "6191--6194",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "34",

}

TY - JOUR

T1 - A general method for coupling unprotected peptides to bromoacetamido porphyrin templates

AU - Choma, Christin T.

AU - Kaestle, Karen

AU - Åkerfeldt, Karin S.

AU - Kim, Ronald M.

AU - Groves, John Taylor

AU - DeGrado, William F.

PY - 1994/8/22

Y1 - 1994/8/22

N2 - An N-terminal cysteine is used to displace bromide from a bromoacetylated porphyrin to yield a thioether linkage between the peptide and the template. Unlike amide coupling reactions, this approach should be compatible with any peptide sequence provided there is only a single cysteine.

AB - An N-terminal cysteine is used to displace bromide from a bromoacetylated porphyrin to yield a thioether linkage between the peptide and the template. Unlike amide coupling reactions, this approach should be compatible with any peptide sequence provided there is only a single cysteine.

UR - https://www.scopus.com/pages/publications/0028142931

UR - https://www.scopus.com/pages/publications/0028142931#tab=citedBy

U2 - 10.1016/S0040-4039(00)73388-0

DO - 10.1016/S0040-4039(00)73388-0

M3 - Article

AN - SCOPUS:0028142931

SN - 0040-4039

VL - 35

SP - 6191

EP - 6194

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

A general method for coupling unprotected peptides to bromoacetamido porphyrin templates

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this