Functionalized calixspherands: synthesis and peptide coupling

Wouter I. Iwema Bakker; Marijke Haas; Herman J. den Hertog Jr.; Willem Verboom; Dick de Zeeuw; Andries P. Bruins; David N. Reinhoudt

doi:10.1021/jo00084a011

Functionalized calixspherands: synthesis and peptide coupling

Wouter I. Iwema Bakker, Marijke Haas, Herman J. den Hertog Jr., Willem Verboom, Dick de Zeeuw, Andries P. Bruins, David N. Reinhoudt

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Abstract

Calixspherands, like 1, form kinetically stable complexes with alkali metal cations. For practical in vivo applications coupling of these complexes with carrier molecules is mandatory. Therefore, a general method for the synthesis of functionalized.calixspherand 17 was developed starting from functionalized m-terphenyl 10 and p-tert-butylcalix[ 4]arene (14). The functionalized m-terphenyl was synthesized by a Suzuki-,cross-coupling reaction. Functionalized calixspherand 17 has been coupled to a low molecular weight protein.

Original language	English
Pages (from-to)	972-976
Journal	The journal of organic chemistry
Volume	59
Issue number	5
DOIs	https://doi.org/10.1021/jo00084a011
Publication status	Published - 1994

Keywords

METIS-106589
IR-12289

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10.1021/jo00084a011

IwemaBakker1994functionalizedFinal published version, 679 KB

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title = "Functionalized calixspherands: synthesis and peptide coupling",

abstract = "Calixspherands, like 1, form kinetically stable complexes with alkali metal cations. For practical in vivo applications coupling of these complexes with carrier molecules is mandatory. Therefore, a general method for the synthesis of functionalized.calixspherand 17 was developed starting from functionalized m-terphenyl 10 and p-tert-butylcalix[ 4]arene (14). The functionalized m-terphenyl was synthesized by a Suzuki-,cross-coupling reaction. Functionalized calixspherand 17 has been coupled to a low molecular weight protein.",

keywords = "METIS-106589, IR-12289",

author = "{Iwema Bakker}, {Wouter I.} and Marijke Haas and {den Hertog Jr.}, {Herman J.} and Willem Verboom and {de Zeeuw}, Dick and Bruins, {Andries P.} and Reinhoudt, {David N.}",

year = "1994",

doi = "10.1021/jo00084a011",

language = "English",

volume = "59",

pages = "972--976",

journal = "The journal of organic chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - Functionalized calixspherands

T2 - synthesis and peptide coupling

AU - Iwema Bakker, Wouter I.

AU - Haas, Marijke

AU - den Hertog Jr., Herman J.

AU - Verboom, Willem

AU - de Zeeuw, Dick

AU - Bruins, Andries P.

AU - Reinhoudt, David N.

PY - 1994

Y1 - 1994

N2 - Calixspherands, like 1, form kinetically stable complexes with alkali metal cations. For practical in vivo applications coupling of these complexes with carrier molecules is mandatory. Therefore, a general method for the synthesis of functionalized.calixspherand 17 was developed starting from functionalized m-terphenyl 10 and p-tert-butylcalix[ 4]arene (14). The functionalized m-terphenyl was synthesized by a Suzuki-,cross-coupling reaction. Functionalized calixspherand 17 has been coupled to a low molecular weight protein.

AB - Calixspherands, like 1, form kinetically stable complexes with alkali metal cations. For practical in vivo applications coupling of these complexes with carrier molecules is mandatory. Therefore, a general method for the synthesis of functionalized.calixspherand 17 was developed starting from functionalized m-terphenyl 10 and p-tert-butylcalix[ 4]arene (14). The functionalized m-terphenyl was synthesized by a Suzuki-,cross-coupling reaction. Functionalized calixspherand 17 has been coupled to a low molecular weight protein.

KW - METIS-106589

KW - IR-12289

U2 - 10.1021/jo00084a011

DO - 10.1021/jo00084a011

M3 - Article

SN - 0022-3263

VL - 59

SP - 972

EP - 976

JO - The journal of organic chemistry

JF - The journal of organic chemistry

IS - 5

ER -

Functionalized calixspherands: synthesis and peptide coupling

Abstract

Keywords

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