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Penicillamine

Alias: Penicillamine; D-Penicillamine; Penicillamine
Cat No.:V13943 Purity: ≥98%
Penicillamine (D-(-)-Penicillamine) is a metabolic degradation product of penicillin and can be used as a heavy metal chelator.
Penicillamine
Penicillamine Chemical Structure CAS No.: 52-67-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes

Other Forms of Penicillamine:

  • DL-Penicillamine (DL-Penicillamine; (±)-Penicillamine)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Penicillamine (D-(-)-Penicillamine) is a metabolic degradation product of penicillin and can be used as a heavy metal chelator. Penicillamine increases free copper and enhances oxidative stress. Penicillamine acts through the NO/NMDA pathway on epileptic seizures. Penicillamine is a potential immunomodulator. Penicillamine may be utilized in study/research of Wilson's disease, rheumatoid arthritis, and cystinuria.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Cellular immunological responses are stimulated by penicillamine (D-(-)-penicillamine) (5 mg; 7 days; CD4+ and CD+ splenocytes) [3].
ln Vivo
Serum free copper concentrations are raised by penicillamine (D-(-)-penicillamine) (200 mg/kg; ig; daily for 3, 10, and 14 days; tx mice and DL mice) [1]. In the brains of tx mice and DL mice, penicillamine (200 mg/kg; ig; daily for 3, 10, and 14 days) enhances the expression of CTR1 and ATP7A mRNA [1]. Penicillamine causes oxidative stress in the central nervous system when administered intraperitoneally (i.g., 200 mg/kg; tx mice and DL mice) for 3, 10, and 14 days [1]. Penicillamine has a binaural impact on epileptic convulsions when administered intraperitoneally (0.1–250 mg/kg) to male NMRI mice once for 90 minutes [2]. Small dosages of penicillamine (5 mg/kg; intravenous injection; once daily for 8 weeks; male BN rats) can stop autoimmunity from developing [3].
Cell Assay
Western Blot Analysis[3]
Cell Types: CD4+ and CD+ splenocytes
Tested Concentrations: 5 mg
Incubation Duration: 7 days
Experimental Results: IL-4 and IFN-γ mRNA expression increased after high-dose treatment, and expression in CD4+ and CD+ splenocytes remained Keep it high.
Animal Protocol
Animal/Disease Models: Toxic lactation mutant mice (tx mice) and DL mice [1]
Doses: 200 mg/kg
Route of Administration: po (oral gavage); one time/day for 3, 10 and 14 days
Experimental Results: tx on day 3 Free copper concentrations increased in mouse serum.

Animal/Disease Models: Toxic lactation mutant mice (tx mice) and DL mice [1]
Doses: 200 mg/kg
Route of Administration: po (oral gavage); one time/day for 3, 10 and 14 days
Experimental Results: ATP7A mRNA expression Increased by 4 times. CTR1 mRNA expression increased 6.9-fold in the cortex and 9.1-fold in the basal ganglia of tx mice.

Animal/Disease Models: Toxic lactation mutant mice (tx mice) and DL mice [1]
Doses: 200 mg/kg
Route of Administration: po (oral gavage); one time/day for 3, 10 and 14 days
Experimental Results: Via nitric oxide /NMDA pathway increases MDA concentration and decreases GSH/GSSG ratio.

Animal/Disease Models: Male NMRI mouse [2]
Doses: 0.1, 0.5, 1, 10, 100, 150 and 250 mg/kg
Route of Administration: intraperitoneal (ip) injection; once for 90 minutes
Experimental Results: Low dose (0.5 mg/kg) It has anticonvulsant effects, and high dos
References
[1]. Chen DB, et, al. Penicillamine increases free copper and enhances oxidative stress in the brain of toxic milk mice. PLoS One. 2012;7(5):e37709.
[2]. Rahimi N, et, al. Effects of D-penicillamine on pentylenetetrazole-induced seizures in mice: involvement of nitric oxide/NMDA pathways. Epilepsy Behav. 2014 Oct;39:42-7.
[3]. Masson MJ, et, al. Tolerance induced by low dose D-penicillamine in the brown Norway rat model of drug-induced autoimmunity is immune-mediated. Chem Res Toxicol. 2004 Jan;17(1):82-94.
[4]. Ishak R, et, al. Penicillamine revisited: historic overview and review of the clinical uses and cutaneous adverse effects. Am J Clin Dermatol. 2013 Jun;14(3):223-33.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H11NO2S
Molecular Weight
149.21
Exact Mass
149.05105
CAS #
52-67-5
Related CAS #
DL-Penicillamine;52-66-4;Penicillamine-d3
Appearance
Typically exists as solids (or liquids in special cases) at room temperature
SMILES
S([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]([H])(C(=O)O[H])N([H])[H]
Synonyms
Penicillamine; D-Penicillamine; Penicillamine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~125 mg/mL (~837.75 mM)
DMSO : ~1.43 mg/mL (~9.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (670.20 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.7020 mL 33.5098 mL 67.0196 mL
5 mM 1.3404 mL 6.7020 mL 13.4039 mL
10 mM 0.6702 mL 3.3510 mL 6.7020 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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