Penicillamine
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03894 |
| CAS | 52-67-5 |
| Molecular Weight | 149.21 |
| Molecular Formula | C5H11NO2S |
| Purity | >98% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-03894 | 100 g | $269 | In stock |
Online Inquiry
Add to cartDescription
Penicillamine is used as an antirheumatic and as a chelating agent in Wilson's disease.
Specification
| Synonyms | Dimethyl Cysteine |
| Storage | Store at 2-8°C |
| IUPAC Name | (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid |
| Canonical SMILES | CC(C)(C(C(=O)O)N)S |
| InChI | InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1 |
| InChI Key | VVNCNSJFMMFHPL-VKHMYHEASA-N |
Properties
| Appearance | White to Off-white Solid |
| Boiling Point | 251.8°C at 760 mmHg |
| Density | 1.204 g/cm3 |
| Solubility | Soluble in Aqueous Base, Methanol, Water |
Reference Reading
1.Optically active red-emitting Cu nanoclusters originating from complexation and redox reaction between copper(ii) and d/l-penicillamine.
Long T1, Guo Y1, Lin M1, Yuan M1, Liu Z1, Huang C1. Nanoscale. 2016 Apr 27. [Epub ahead of print]
Despite a significant surge in the number of investigations into both optically active Au and Ag nanostructures, there is currently only limited knowledge about optically active Cu nanoclusters (CuNCs) and their potential applications. Here, we have succeeded in preparing a pair of optically active red-emitting CuNCs on the basis of complexation and redox reaction between copper(ii) and penicillamine (Pen) enantiomers, in which Pen serves as both a reducing agent and a stabilizing ligand. Significantly, the CuNCs feature unique aggregation induced emission (AIE) characteristics and therefore can serve as pH stimuli-responsive functional materials. Impressively, the ligand chirality plays a dramatic role for the creation of brightly emissive CuNCs, attributed to the conformation of racemic Pen being unfavorable for the electrostatic interaction, and thus suppressing the formation of cluster aggregates. In addition, the clusters display potential toward cytoplasmic staining and labelling due to the high photoluminescence (PL) quantum yields (QYs) and remarkable cellular uptake, in spite that no chirality-dependent effects in autophagy and subcellular localization are observed in the application of chiral cluster enantiomer-based cell imaging.
2.Functional analysis and drug response to zinc and D-penicillamine in stable ATP7B mutant hepatic cell lines.
Chandhok G1, Horvath J1, Aggarwal A1, Bhatt M1, Zibert A1, Schmidt HH1. World J Gastroenterol. 2016 Apr 28;22(16):4109-19. doi: 10.3748/wjg.v22.i16.4109.
AIM: To study the effect of anti-copper treatment for survival of hepatic cells expressing different ATP7B mutations in cell culture.
3.Transition-Metal-Mediated Release of Nitric Oxide (NO) from S-Nitroso-N-acetyl-d-penicillamine (SNAP): Potential Applications for Endogenous Release of NO at the Surface of Stents Via Corrosion Products.
McCarthy CW1, Guillory RJ 2nd1, Goldman J1, Frost MC1. ACS Appl Mater Interfaces. 2016 Apr 27;8(16):10128-35. doi: 10.1021/acsami.6b00145. Epub 2016 Apr 18.
Nitric oxide (NO), identified over the last several decades in many physiological processes and pathways as both a beneficial and detrimental signaling molecule, has been the subject of extensive research. Physiologically, NO is transported by a class of donors known as S-nitrosothiols. Both endogenous and synthetic S-nitrosothiols have been reported to release NO during interactions with certain transition metals, primarily Cu(2+) and Fe(2+). Ag(+) and Hg(2+) have also been identified, although these metals are not abundantly present in physiological systems. Here, we evaluate Pt(2+), Fe(2+), Fe(3+), Mg(2+), Zn(2+), Mn(2+), Co(2+), Ni(2+), and Cu(2+) for their ability to generate NO from S-nitroso-N-acetyl-d-penicillamine (SNAP) under physiological pH conditions. Specifically, we report NO generation from RSNOs initiated by three transition metal ions; Co(2+), Ni(2+), and Zn(2+), which have not been previously reported to generate NO. Additionally, preliminary in vivo evidence of zinc wires implanted in the rat arterial wall and circulating blood is presented which demonstrated inhibited thrombus formation after 6 months.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
