Table 3.
Summary of the main DDAH inhibitors and their kinetic parameters.
| Chemical Number | Chemical Name | Chemical Structure | Enzyme | IC50 (µM) | Ki (µM) | Kinact (min−1) | Reference |
|---|---|---|---|---|---|---|---|
| (9) | S-Nitroso-l-homocysteine (HcyNO) |  |
Bovine DDAH-1 | 75 | 690 | 0.38 | [105] |
| (11) | 2-Chloroacetamidine |  |
PaDDAH 1 | - | 3100 | 1.2 | [106] |
| (18) | N-But-3-ynyl-2-chloro-acetamidine |  |
Human DDAH-1 | 350 | - | - | [109] |
| (21) | (S)-2-Amino-4-(3-methylguanidino)butanoic acid (4124W) |  |
Rat DDAH-1 | 416 | - | - | [110] |
| (39) | NG-(2-Methoxyethyl)-l-arginine (L-257) |  |
Human DDAH-1 | 31 2 | 13 2 | - | [112] |
| (40) | NG-(2-Methoxyethyl)-l-arginine methyl ester (L-291) |  |
Rat DDAH-1 | 20 | - | - | [112] |
| (44a) | 2-Amino-5-(3-(2-methoxyethyl)guanidino)-N-(methylsulfonyl)-pentanamide (ZST316) |  |
Human DDAH-1 | 3 | 1 | - | [117] |
| (54a) | N5-(1-Imino-3-butenyl)-l-ornithine (L-VNIO) |  |
Human DDAH-1 | 13 | 2 | - | [114] |
| (54b) | N5-(1-Iminopropyl)-l-ornithine (L-IPO) |  |
Human DDAH-1 | - | 52 | - | [128] |
| (54c) | N5-(1-Imino-2-chloroethyl)-l-ornithine (Cl-NIO) |  |
Human DDAH-1 | - | 1.3 | 0.34 | [129] |
| 61 | Pentafluorophenyl (PFP) sulfonate esters |  |
PaDDAH 1 | 16–58 | - | - | [130] |
| 68a–c | Indolylthiobarbituric acid derivatives |  |
PaDDAH 1 | 2–17 | - | - | [139] |
| (73) | Ebselen |  |
Human DDAH-1 | 0.33 | - | - | [145] |
| (76) | 4-Hydroxy-2-nonenal (4-HNE) |  |
Human DDAH-1 | 50 | - | - | [167] |
| (79) | 6H-6-Imino-(2,3,4,5-tetrahydropyrimido)[1,2-c]-[1,3]benzothiazine (PD 404182) |  |
Human DDAH-1 | 9 | - | - | [61] |
| 82a–f | Proton H+/K+ ATPase pump inhibitors (PPIs) |  |
Human DDAH-1 | 51–63 | - | - | [175] |
1 Pa: Pseudomonas aeruginosa; 2 as determined by Tommasi et al. [117].