Supporting Information Tag-Assisted Liquid-Phase Peptide Synthesis ...
Supporting Information Tag-Assisted Liquid-Phase Peptide Synthesis using Hydrophobic Benzyl Alcohols as Supports Yohei Okada,1 Hideaki Suzuki,2 Takashi Nakae,2 Shuji Fujita,2 Hitoshi Abe,3 Kazuo Nagano,3 Toshihide Yamada,3 Nobuyoshi Ebata,3 Shokaku Kim,1 Kazuhiro Chiba1* 1
Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan 2
3
Research and development division, Jitsubo Co., Ltd., 2-24-16 Naka-cho, Koganei, Tokyo 184-0012 Japan
Iwate Research & Development Center, Sekisui Medical Co., Ltd., 4-115 Matsuo, Hachimantai, Iwate 028-7305 Japan Tel: (+81)-42-367-5667, Fax: (+81)-42-367-5667 E-mail: [email protected]
Table of Contents: 1. Additional Schemes 2. General Information
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page 2 page 9
1. Additional Schemes Scheme S1. Example of NP-HPLC monitoring of the N-Fmoc amino acid coupling.
Scheme S2. Example of the formation of precipitation through the addition of MeCN and its NP-HPLC monitoring.
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Scheme S3. HPLC spectrum of Leuprolide (1).
Scheme S4. HPLC spectra of the fragment (11, 13, 14).
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4
Scheme S5. Acidic treatment of the hydrophobic tag (5).
Scheme S6. HPLC spectrum of Bivalirudin (2).
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Scheme S7. HPLC spectra of the fragment (16-19).
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Scheme S8. HPLC spectrum of h-Ghrelin (3).
Scheme S9. 1H NMR spectrum of Leuprolide (1).
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Scheme S10. 1H NMR spectrum of Bivalirudin (2).
Scheme S11. 1H NMR spectrum of h-Ghrelin (3).
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2. General Information 1 H NMR spectra were recorded in DMSO-d6 on 400 MHz NMR spectrometers. MS spectra were recorded by TOF-ESI and MS-MALDI-TOF. TLC analysis was carried out with F254 plates, detection of compounds was achieved by UV absorption (254 nm) and by charring after spraying with 12 molybdo(VI) phosphoric acid n-hydrate in 95% ethanol.
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Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan 2
3
Research and development division, Jitsubo Co., Ltd., 2-24-16 Naka-cho, Koganei, Tokyo 184-0012 Japan
Iwate Research & Development Center, Sekisui Medical Co., Ltd., 4-115 Matsuo, Hachimantai, Iwate 028-7305 Japan Tel: (+81)-42-367-5667, Fax: (+81)-42-367-5667 E-mail: [email protected]
Table of Contents: 1. Additional Schemes 2. General Information
1
page 2 page 9
1. Additional Schemes Scheme S1. Example of NP-HPLC monitoring of the N-Fmoc amino acid coupling.
Scheme S2. Example of the formation of precipitation through the addition of MeCN and its NP-HPLC monitoring.
2
Scheme S3. HPLC spectrum of Leuprolide (1).
Scheme S4. HPLC spectra of the fragment (11, 13, 14).
3
4
Scheme S5. Acidic treatment of the hydrophobic tag (5).
Scheme S6. HPLC spectrum of Bivalirudin (2).
5
Scheme S7. HPLC spectra of the fragment (16-19).
6
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Scheme S8. HPLC spectrum of h-Ghrelin (3).
Scheme S9. 1H NMR spectrum of Leuprolide (1).
8
Scheme S10. 1H NMR spectrum of Bivalirudin (2).
Scheme S11. 1H NMR spectrum of h-Ghrelin (3).
9
2. General Information 1 H NMR spectra were recorded in DMSO-d6 on 400 MHz NMR spectrometers. MS spectra were recorded by TOF-ESI and MS-MALDI-TOF. TLC analysis was carried out with F254 plates, detection of compounds was achieved by UV absorption (254 nm) and by charring after spraying with 12 molybdo(VI) phosphoric acid n-hydrate in 95% ethanol.
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