Preparation of pyrrolo[2,3-b]indoles carrying a ß-configured reverse C3-dimethylallyl moiety by using a recombinant prenyltransferase CdpC3PT

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Darrell Hampton
5 years ago
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1 1 Electronic supporting information to: Preparation of pyrrolo[2,3-b]indoles carrying a ß-configured reverse C3-dimethylallyl moiety by using a recombinant prenyltransferase CdpC3PT Wen-Bing Yin, a,b,c Xia Yu, a,b Xiu-Lan Xie, d and Shu-Ming Li a, * a Philipps-Universität Marburg, Institut für Pharmazeutische Biologie, Deutschhausstrasse 17A, D Marburg, Germany. shuming.li@staff.uni-marburg.de, Tel: Fax: b These authors contributed equally to this work c Present address: University of Wisconsin-Madison, Medical Microbiology and Immunology, 3455 Microbial Sciences Building, 1550 Linden Drive, Madison WI 53706, USA. d Philipps-Universität Marburg, Fachbereich Chemie, Hans-Meerwein-Strasse, Marburg, Germany.

2 2 Figure S1.1: 1 H-NMR spectrum of 3a in CDCl 3. Figure S1.2: HSQC spectrum of 3a in CDCl 3. The solvent signal is partially cut in the 1D projection for clarity.

3 3 Figure S1.3: HMBC spectrum of 3a in CDCl 3. The solvent signal is partially cut in the 1D projection for clarity. Figure S1.4: NOESY spectrum of 3a in CDCl 3. The solvent signal is partially cut in the 1D projection for clarity.

4 4 Figure S2.1: 1 H-NMR spectrum of 3b in CDCl 3. The label X indicates signal of impurity. Figure S2.2: HSQC spectrum of 3b in CDCl 3. The label X indicates signal of impurity and the

5 5 Figure S2.3: HMBC spectrum of 3b in CDCl 3. The label X indicates signal of impurity and the Figure S2.4: NOESY spectrum of 3b in CDCl 3. The label X indicates signal of impurity and the

6 6 Figure S3.1: 1 H-NMR spectrum of 3c in CDCl 3. The label X indicates signal of impurity. Figure S3.2: HSQC spectrum of 3c in CDCl 3. The label X indicates signal of impurity and the solvent signal is partially cut in the 1D projection for clarity.

7 7 Figure S3.3: HMBC spectrum of 3c in CDCl 3. The label X indicates signal of impurity and the Figure S3.4: NOESY spectrum of 3c in CDCl 3. The label X indicates signal of impurity and the

8 8 Figure S4.1: 1 H-NMR spectrum of 3d in CDCl 3. The label X indicates signal of impurity. Figure S4.2: HSQC spectrum of 3d in CDCl 3. The label X indicates signal of impurity and the

9 9 Figure S4.3: HMBC spectrum of 3d in CDCl 3. The label X indicates signal of impurity and the Figure S4.4: NOESY spectrum of 3d in CDCl 3. The label X indicates signal of impurity and the

10 10 Figure S5.1: 1 H-NMR spectrum of 3f in CDCl 3. The label X indicates signals of impurity. Figure S5.2: HSQC spectrum of 3f in CDCl 3. The label X indicates signals of impurity and the

11 11 Figure S5.3: HMBC spectrum of 3f in CDCl 3. The label X indicates signals of impurity and the Figure S5.4: NOESY spectrum of 3f in CDCl 3. The label X indicates signals of impurity and the

12 12 Figure S6.1: 1 H-NMR spectrum of 4b in CDCl 3. The label X indicates signals of impurity. mau cyclo-l-trp-l-leu (1a) time (min) mau cyclo-l-trp-l-trp (1b) time (min) mau cyclo-l-trp-l-phe (1c) time (min) mau cyclo-l-trp-l-tyr (1d) time (min) mau cyclo-l-trp-gly (1f) time (min) Figure S7: Time dependence of the product formation. The assay condition including components, substrate and enzyme concentrations as well as incubation temperature was identical to that for determination of the kinetic parameters

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