A photoinducible 1,3-dipolar cycloaddition reaction for rapid, selective modification of tetrazole-containing proteins

Wenjiao Song; Yizhong Wang; Jun Qu; Michael M. Madden; Qing Lin

doi:10.1002/anie.200705805

A photoinducible 1,3-dipolar cycloaddition reaction for rapid, selective modification of tetrazole-containing proteins

Wenjiao Song
, Yizhong Wang
, Jun Qu
, Michael M. Madden
, Qing Lin

SUNY Buffalo

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

363 Scopus citations

Abstract

(Figure Presented) Reactive but biologically inert: The bioorthogonal title reaction enables highly specific chemical modifications, such as lipidation, of engineered proteins containing a diphenyltetrazole group (see scheme). The cycloaddition in biological media is extremely fast (≤1 min) and tolerant of proteinaceous groups. Strongly fluorescent pyrazoline cycloadducts are generated with simple alkenes.

Original language	English
Pages (from-to)	2832-2835
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	15
DOIs	https://doi.org/10.1002/anie.200705805
State	Published - Mar 31 2008

Keywords

Alkenes
Biotechnology
Dipolar cycloaddition
Photolysis
Proteins

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10.1002/anie.200705805

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abstract = "(Figure Presented) Reactive but biologically inert: The bioorthogonal title reaction enables highly specific chemical modifications, such as lipidation, of engineered proteins containing a diphenyltetrazole group (see scheme). The cycloaddition in biological media is extremely fast (≤1 min) and tolerant of proteinaceous groups. Strongly fluorescent pyrazoline cycloadducts are generated with simple alkenes.",

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author = "Wenjiao Song and Yizhong Wang and Jun Qu and Madden, \{Michael M.\} and Qing Lin",

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AU - Song, Wenjiao

AU - Wang, Yizhong

AU - Qu, Jun

AU - Madden, Michael M.

AU - Lin, Qing

PY - 2008/3/31

Y1 - 2008/3/31

N2 - (Figure Presented) Reactive but biologically inert: The bioorthogonal title reaction enables highly specific chemical modifications, such as lipidation, of engineered proteins containing a diphenyltetrazole group (see scheme). The cycloaddition in biological media is extremely fast (≤1 min) and tolerant of proteinaceous groups. Strongly fluorescent pyrazoline cycloadducts are generated with simple alkenes.

AB - (Figure Presented) Reactive but biologically inert: The bioorthogonal title reaction enables highly specific chemical modifications, such as lipidation, of engineered proteins containing a diphenyltetrazole group (see scheme). The cycloaddition in biological media is extremely fast (≤1 min) and tolerant of proteinaceous groups. Strongly fluorescent pyrazoline cycloadducts are generated with simple alkenes.

KW - Alkenes

KW - Biotechnology

KW - Dipolar cycloaddition

KW - Photolysis

KW - Proteins

UR - https://www.scopus.com/pages/publications/42249110717

U2 - 10.1002/anie.200705805

DO - 10.1002/anie.200705805

M3 - Article

C2 - 18311742

AN - SCOPUS:42249110717

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JO - Angewandte Chemie - International Edition

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IS - 15

ER -

A photoinducible 1,3-dipolar cycloaddition reaction for rapid, selective modification of tetrazole-containing proteins

Abstract

Keywords

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