Calicheamicin θ       1    I    : A Rationally Designed Molecule with Extremely Potent and Selective DNA Cleaving Properties and Apoptosis Inducing Activity | Zendy

Nicolaou K. C. | Zendy; Li T. | Zendy; Nakada Masahisa | Zendy; Hummel Conrad W. | Zendy; Hiatt A. | Zendy; Wrasidlo W. | Zendy

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Calicheamicin θ 1 I : A Rationally Designed Molecule with Extremely Potent and Selective DNA Cleaving Properties and Apoptosis Inducing Activity

Author(s) -

Nicolaou K. C.,

Li T.,

Nakada Masahisa,

Hummel Conrad W.,

Hiatt A.,

Wrasidlo W.

Publication year - 1994

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199401831

Subject(s) - calicheamicin , diradical , dna , chemistry , ion , molecule , combinatorial chemistry , stereochemistry , biochemistry , biophysics , biology , organic chemistry , genetics , physics , nuclear physics , singlet state , antibody , excited state

The attack of a thiolate ion on the trisulfide unit of natural calicheamicin γ I 1( 1 ) activates it to form a diradical, which then attacks DNA. Thioacetate 2 is even more readily activated—under mildly basic conditions caused by OH ‐ ions—and likewise exhibits extremely interesting biological properties.

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