Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments

Guilford Jones; Lily N. Lu; Valentine Vullev; David J. Gosztola; Scott R. Greenfield; M. R. Wasielewski

doi:10.1016/0960-894X(95)00416-Q

Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments

Guilford Jones, Lily N. Lu, Valentine Vullev, David J. Gosztola, Scott R. Greenfield, M. R. Wasielewski

Northwestern University

Research output: Contribution to journal › Article

38 Citations (Scopus)

Abstract

The (nitro)pyrenesulfonamide group has been attached to the N-terminus of tryptophan and tryptophan-containing peptides. Intramolecular electron transfer between pyrene and Trp indole side chains, observed by fluorescence quenching and laser flash photolysis, depends on the spacing between Pyr and Trp moieties and the strength of the electron acceptor.

Original language	English
Pages (from-to)	2385-2390
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	5
Issue number	20
DOIs	https://doi.org/10.1016/0960-894X(95)00416-Q
Publication status	Published - Oct 19 1995

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ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Cite this

Jones, G., Lu, L. N., Vullev, V., Gosztola, D. J., Greenfield, S. R., & Wasielewski, M. R. (1995). Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments. Bioorganic and Medicinal Chemistry Letters, 5(20), 2385-2390. https://doi.org/10.1016/0960-894X(95)00416-Q

Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments. / Jones, Guilford; Lu, Lily N.; Vullev, Valentine; Gosztola, David J.; Greenfield, Scott R.; Wasielewski, M. R.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 5, No. 20, 19.10.1995, p. 2385-2390.

Research output: Contribution to journal › Article

Jones, G, Lu, LN, Vullev, V, Gosztola, DJ, Greenfield, SR & Wasielewski, MR 1995, 'Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments', Bioorganic and Medicinal Chemistry Letters, vol. 5, no. 20, pp. 2385-2390. https://doi.org/10.1016/0960-894X(95)00416-Q

Jones, Guilford ; Lu, Lily N. ; Vullev, Valentine ; Gosztola, David J. ; Greenfield, Scott R. ; Wasielewski, M. R. / Photoinduced electron transfer for pyrenesulfonamide conjugates of tryptophan-containing peptides. Mitigation of fluoroprobe behavior in N-terminal labeling experiments. In: Bioorganic and Medicinal Chemistry Letters. 1995 ; Vol. 5, No. 20. pp. 2385-2390.

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10.1016/0960-894X(95)00416-Q