(S)-1-Aminopropylphosphonic acid
Need Assistance?
  • US & Canada:
    +
  • UK: +

(S)-1-Aminopropylphosphonic acid

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Others
Catalog number
BAT-006627
CAS number
98048-99-8
Molecular Formula
C3H10NO3P
Molecular Weight
139.09
(S)-1-Aminopropylphosphonic acid
IUPAC Name
[(1S)-1-aminopropyl]phosphonic acid
Synonyms
H-D-Abu(2)P(O)-(OH)2; H-D-APrP(O)-(OH)2
Purity
95%
Density
1.373g/cm3
Melting Point
265-269 °C(lit.)
Boiling Point
311.9°C at 760 mmHg
Storage
Store at RT
InChI
InChI=1S/C3H10NO3P/c1-2-3(4)8(5,6)7/h3H,2,4H2,1H3,(H2,5,6,7)/t3-/m0/s1
InChI Key
DELJNDWGTWHHFA-VKHMYHEASA-N
Canonical SMILES
CCC(N)P(=O)(O)O
1. Fluorescent probes for monitoring myeloperoxidase-derived hypochlorous acid: a comparative study
Karolina Pierzchała, et al. Sci Rep. 2022 Jun 3;12(1):9314. doi: 10.1038/s41598-022-13317-8.
MPO-derived oxidants including HOCl contribute to tissue damage and the initiation and propagation of inflammatory diseases. The search for small molecule inhibitors of myeloperoxidase, as molecular tools and potential drugs, requires the application of high throughput screening assays based on monitoring the activity of myeloperoxidase. In this study, we have compared three classes of fluorescent probes for monitoring myeloperoxidase-derived hypochlorous acid, including boronate-, aminophenyl- and thiol-based fluorogenic probes and we show that all three classes of probes are suitable for this purpose. However, probes based on the coumarin fluorophore turned out to be not reliable indicators of the inhibitors' potency. We have also determined the rate constants of the reaction between HOCl and the probes and they are equal to 1.8 × 104 M-1s-1 for coumarin boronic acid (CBA), 1.1 × 104 M-1s-1 for fluorescein based boronic acid (FLBA), 3.1 × 104 M-1s-1 for 7-(p-aminophenyl)-coumarin (APC), 1.6 × 104 M-1s-1 for 3'-(p-aminophenyl)-fluorescein (APF), and 1 × 107 M-1s-1 for 4-thiomorpholino-7-nitrobenz-2-oxa-1,3-diazole (NBD-TM). The high reaction rate constant of NBD-TM with HOCl makes this probe the most reliable tool to monitor HOCl formation in the presence of compounds showing HOCl-scavenging activity.
2. Lewis Acid-Catalyzed 2,3-Dihydrofuran Acetal Ring-Opening Benzannulations toward Functionalized 1-Hydroxycarbazoles
Shaoren Yuan, Gabriel Guerra Faura, Hailey E Areheart, Natalie E Peulen, Stefan France Molecules. 2022 Nov 30;27(23):8344. doi: 10.3390/molecules27238344.
The development of a Lewis acid-catalyzed, intramolecular ring-opening benzannulation of 5-(indolyl)2,3-dihydrofuran acetals is described. The resulting 1-hydroxycarbazole-2-carboxylates are formed in up to 90% yield in 1 h. The dihydrofuran acetals are readily accessed from the reactions of enol ethers and α-diazo-β-indolyl-β-ketoesters. To highlight the method's synthetic utility, a formal total synthesis of murrayafoline A, a bioactive carbazole-containing natural product, was undertaken.
Online Inquiry
Verification code
Inquiry Basket