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. 1999 Jan;43(1):106–114. doi: 10.1128/aac.43.1.106

TABLE 1.

Building blocks used in the bicyclic guanidine PS-SCLa

No. Building block
R1 R2 R3
1  3-Phenylbutyric acid l-Alanine l-Alanine
2  m-Tolylacetic acid l-Phenylalanine l-Phenylalanine
3  3-Fluorophenylacetic acid Glycine l-Isoleucine
4  p-Tolylacetic acid l-Isoleucine l-Lysine
5  4-Fluorophenylacetic acid l-Lysine l-Leucine
6  3-Metoxyphenylacetic acid l-Leucine l-Methionine
7  4-Metoxyphenylacetic acid l-Methionine l-Arginine
8  4-Ethoxyphenylacetic acid l-Arginine l-Valine
9  3-(3,4-Dimethoxyphenyl)-propionic acid l-Valine l-Tyrosine
10 4-Biphenylacetic acid l-Tyrosine d-Alanine
11 3,4-Dimethoxyphenylacetic acid d-Alanine d-Phenylalanine
12 Phenylacetic acid d-Phenylalanine d-Isoleucine
13 Hydrocinnamic acid d-Isoleucine d-Lysine
14 4-Phenylbutyric acid d-Lysine d-Leucine
15 Butyric acid d-Leucine d-Arginine
16 Heptanoic acid d-Arginine d-Valine
17 Isobutyric acid d-Valine d-Tyrosine
18 (+/−)-2-Methylbutyric acid d-Tyrosine l-α-Aminobutyric acid
19 Isovaleric acid l-α-Aminobutyric acid α-Aminoisobutyric acid
20 3-Methylvaleric acid l-Norvaline l-Norvaline
21 4-Methylvaleric acid d-Norvaline d-Norvaline
22 t-Butylacetic acid l-Norleucine l-Norleucine
23 Cyclohexanecarboxylic acid d-Norleucine d-Norleucine
24 Cyclohexylacetic acid l-Ornithine l-Ornithine
25 Cyclohexylbutyric acid l-3-(2-Naphthyl)-alanine l-3-(2-Naphthyl)-alanine
26 Cycloheptanecarboxylic acid d-3-(2-Naphthyl)-alanine d-3-(2-Naphthyl)-alanine
27 Lactic acid l-Cyclohexylalanine l-Cyclohexylalanine
28 Acetic acid d-Cyclohexylalanine d-Cyclohexylalanine
29 Cyclobutanecarboxylic acid l-Methionine sulfone l-Methionine sulfone
30 Cyclopentanecarboxylic acid l-p-Nitrophenylalanine l-p-Nitrophenylalanine
31 3-Cyclopentylpropionic acid d-p-Nitrophenylalanine l-p-Nitrophenylalanine
32 3-Cyclohexylpropionic acid l-p-Chlorophenylalanine l-p-Chlorophenylalanine
33 4-Methyl-cyclohexanecarboxylic acid d-p-Chlorophenylalanine d-p-Chlorophenylalanine
34 4-t-Butyl-cyclohexanecarboxylic acid l-p-Fluorophenylalanine l-p-Fluorophenylalanine
35 2-Norbornaneacetic acid d-p-Fluorophenylalanine d-p-Fluorophenylalanine
36 1-Adamantaneacetic acid l-ɛ-Acetyl-lysine l-ɛ-Acetyl-lysine
37 2-Ethylbutyric acid l-3-Pyridyl-alanine l-3-Pyridyl-alanine
38 3,3-Diphenylpropionic acid d-3-Pyridyl-alanine d-3-Pyridyl-alanine
39 2-Methyl-4-nitroimidazolepropionic acid l-Cyclohexylglycine l-Cyclohexylglycine
40 Cyclopentylacetic acid d-Cyclohexylglycine d-Cyclohexylglycine
41 Indole-3-acetic acid l-t-Glycine l-t-Butyl-glycine
42 pFmoc-amino-l-phenylalanineb p-Fmoc-amino-l-phenylalanine
43 p-Fmoc-amino-d-phenylalanine p-Fmoc-amino-d-phenylalanine
44 O-Ethyl-l-tyrosine O-Ethyl-l-tyrosine
45 O-Ethyl-d-tyrosine O-Ethyl-d-tyrosine
46 l-Aspartic acid-β-fluorenylmethyl ester p-Iodo-l-phenylalanine
47 d-Aspartic acid-β-fluorenylmethyl ester p-Iodo-d-phenylalanine
48 p-Iodo-l-phenylalanine O-Methyl-l-tyrosine
49 p-Iodo-d-phenylalanine O-Methyl-d-tyrosine
50 O-Methyl-l-tyrosine
51 O-Methyl-d-tyrosine
a

See reference 22

b

Fmoc, 9-fluorenylmethoxycarbonyl.