L-Penicillamine

CAS: 1113-41-3

Ref. 3D-FP26793

Product Information

• Name: L-Penicillamine
• Synonyms: H-Pen-OH, (+)-Penicillamine, (2R)-2-Amino-3-methyl-3-sulfanylbutanoic acid, (R)-2-Amino-3-mercapto-3-methylbutanoic acid, (R)-Penicillamine, 1113-41-3, 3-Mercapto-<span class="text-smallcaps">L</span>-valine, 3-Sulfanylvaline, 3-sulfanyl-L-valine, <span class="text-smallcaps">L</span>-Penicillamine, <span class="text-smallcaps">L</span>-Valine, 3-mercapto-, Alpha-Amino-Beta-Methyl-Beta-Mercaptobutyric Acid, NSC 241261, Valine, 3-Mercapto-, Valine, 3-mercapto-, <span class="text-smallcaps">L</span>-

Description

L-Penicillamine is a drug that is used to treat Wilson's disease and other types of copper poisoning. It binds to copper ions in the body, preventing them from being absorbed by tissues. L-Penicillamine also has an inhibitory effect on mesenteric lymph nodes and prevents the release of inflammatory mediators. This drug was shown to have a chemical stability of more than 24 hours in human serum at pH 7.4 and 37°C, as well as an enantiomeric purity of 99%. The main metabolic pathway for L-penicillamine is hydrolysis by the action of enzymes that contain metal-binding groups such as cysteine or lysine residues, although some metabolism may occur via esterases. One example is streptococcus faecalis, which can produce pencillinase that hydrolyzes penicillin derivatives with a carbonyl group, like L-penicillamine.

• Brand: Biosynth

Chemical properties

• Molecular weight: 149.21 g/mol
• Formula: C₅H₁₁NO₂S
• Purity: Min. 95%
• Color/Form: White/Off-White Solid
• InChI: InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m1/s1
• InChI key: InChIKey=VVNCNSJFMMFHPL-GSVOUGTGSA-N
• SMILES: CC(C)(S)[C@H](N)C(=O)O