Upload
others
View
9
Download
0
Embed Size (px)
Citation preview
S1
SUPPORTING INFORMATION.
Supporting Information: An Aromatic Region to Induce a Switch between Agonism and Inverse
Agonism at the Ghrelin Receptor
Sylvia Els, Enrico Schild, Pia Steen Petersen, Tom-Marten Kilian, Jacek Mokrosinski, Thomas M.
Frimurer, Constance Chollet, Thue W. Schwartz, Birgitte Holst, Annette G. Beck-Sickinger
SYNOPSIS TOC:
Supporting Information (SI) containing the analytical data of the synthesized peptides and pair wise
alignment for computational modeling is available online (Table S1 and Figure S1).
Table S1. Analytical data of synthesized peptides.
No Peptide masscalc (Da) massexp (Da) [M+H]+ %B
a %B
b purity
1 Ghrelin 3368.9 3369.8 37.4 41.0 > 95%
2 KwFwLL-NH2 890.5 891.6 52.0 55.5 > 95%
3 K-(D-1-Nal)-FwLL-NH2 901.7 902.5 54.1 57.5 > 95%
4 K-(D-Bth)-FwLL-NH2 907.7 908.4 53.8 57.3 > 95%
5 K-(D-Dip)-FwLL-NH2 927.7 928.5 55.3 59.1 > 95%
6 K-(D-2-Nal)-FwLL-NH2 901.7 902.6 54.0 57.4 > 95%
7 K-(D-Bpa)-FwLL-NH2 955.7 956.6 54.6 58.0 > 95%
8 K-(D-Bip)-FwLL-NH2 927.7 928.6 56.1 59.6 > 95%
9 K-(D-Phe)-FwLL-NH2 851.5 852.5 51.1 54.9 > 95%
10 K-(D-tBf)-FwLL-NH2 907.7 908.6 55.9 60.6 > 95%
11 K-(D-Trp(Me))-FwLL-NH2 904.7 905.5 53.1 56.6 > 95%
12 K-(D-1-Nal)-(Cha)-wLL-NH2 907.9 908.6 56.3 60.9 > 95%
13 K-(D-1-Nal)-(D-Phe)-wLL-NH2 901.7 902.6 49.1 52.9 > 95%
14 K-(D-1-Nal)-(L-tBf)-wLL-NH2 957.9 958.7 58.9 63.1 > 95%
15 K-(D-1-Nal)-(L-Nva)-wLL-NH2 853.8 854.7 51.4 55.5 > 95%
16 K-(D-1-Nal)-(L-Phg)-wLL-NH2 887.8 888.6 53.0 56.6 > 95%
17 KwF-(D-2-Nal)-LL-NH2 901.7 902.5 54.9 58.4 95%
18 KwF-(D-1-Nal)-LL-NH2 901.7 902.7 54.9 58.3 > 95%
19 KwF-(D-Bip)-LL-NH2 927.7 928.5 56.9 60.2 95%
20 KwF-(D-Bpa)-LL-NH2 955.7 956.5 54.6 57.8 > 95%
21 KwF-(D-Dip)-LL-NH2 927.7 928.7 55.6 59.4 > 95%
S2
22 KwF-(D-Bth)-LL-NH2 907.7 908.6 54.9 58.4 > 95%
23 K-(D-1-Nal)-F-(D-1-Nal)-LL-NH2 912.9 913.6 56.9 60.6 > 95%
24 K-(D-1-Nal)-F-(D-Bth)-LL-NH2 918.9 919.6 56.2 60.3 > 95%
25 K-(D-Bth)-F-(D-Bth)-LL-NH2 924.9 925.5 56.1 60.2 > 95%
a. Retention time from 20% to 70% B on VariTide RPC (Varian: 250 × 4.6 mm; 6 µm; 200 Å), b. Retention time from 20% to 70% B on Phenomenex Jupiter 4u Proteo 90 Å (Phenomenex: 250 × 4.6 mm; 4 µm;90Å; B:ACN (0.08% TFA) in H2O (0.1% TFA).
Figure S1: Pair wise alignment of the ghrelin receptor with a) bovine rhodopsin receptor, b) adenosine
A2A receptor, c) dopamine D3 receptor and d) β1-adrenergic receptor.