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MedKoo Cat#: 464416 | Name: Penicillamine-d3
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Penicillamine-d3 is intended for use as an internal standard for the quantification of penicillamine by GC- or LC-MS. Penicillamine is an orally bioavailable copper chelator and penicillin degradation product. It increases urinary and fecal copper excretion and decreases liver copper concentration in a rat model of copper overload when administered at 0.67 mmol/kg per day, but does not affect kidney, spleen, or brain copper levels. Penicillamine (100 mg/kg per day) dissolves copper-rich granules in hepatic lysosomes of Long-Evans cinnamon (LEC) rats, which spontaneously develop hepatic injury and acute hepatitis and have a mutation homologous to that of the human Wilson disease gene.4 Penicillamine has anticonvulsant and proconvulsant effects in mice when administered at 0.5 and 250 mg/kg, respectively, which are blocked by the nitric oxide synthase (NOS) inhibitors L-NAME and 7-nitroindazole. Formulations containing penicillamine have been used to treat Wilson disease, cystinuria, and active rheumatoid arthritis.

Chemical Structure

Penicillamine-d3
Penicillamine-d3
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464416

Name: Penicillamine-d3

CAS#: unknown

Chemical Formula: C5H8D3NO2S

Exact Mass: 152.0699

Molecular Weight: 152.23

Elemental Analysis: C, 39.45; H, 9.27; N, 9.20; O, 21.02; S, 21.06

Price and Availability

Size Price Availability Quantity
1mg USD 825.00 2 Weeks
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Related CAS #
No Data
Synonym
Penicillamine-d3; Penicillamine d3; D-Penicillamine-d3; β-Thiovaline-d3;
IUPAC/Chemical Name
(2S)-2-amino-3-mercapto-3-methylbutanoic-4,4,4-d3 acid
InChi Key
VVNCNSJFMMFHPL-JCBLVLITSA-N
InChi Code
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1/i1D3/t3-,5?
SMILES Code
CC(S)([C@H](C(O)=O)N)C([2H])([2H])[2H]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 152.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Aiello D, Carnamucio F, Cordaro M, Foti C, Napoli A, Giuffrè O. Ca2+ Complexation With Relevant Bioligands in Aqueous Solution: A Speciation Study With Implications for Biological Fluids. Front Chem. 2021 Feb 24;9:640219. doi: 10.3389/fchem.2021.640219. PMID: 33718329; PMCID: PMC7953420. 2: Travnickova I, Hulinska P, Kubickova S, Hanzalova K, Kempisty B, Nemcova L, Machatkova M. Production of sexed bovine embryos in vitro can be improved by selection of sperm treatment and co-culture system. Reprod Domest Anim. 2021 Mar 14. doi: 10.1111/rda.13926. Epub ahead of print. PMID: 33715248. 3: Liu H, Zhou YC, Wang ZY, Gong N, Lu JM, Apryani E, Han QQ, Wang YX, Ou MX. Mouse strain specificity of DAAO inhibitors-mediated antinociception. Pharmacol Res Perspect. 2021 Apr;9(2):e00727. doi: 10.1002/prp2.727. PMID: 33710781; PMCID: PMC7953361. 4: Schmidt SD, Zinn CG, Behling JAK, Furian AF, Furini CRG, de Carvalho Myskiw J, Izquierdo I. Inhibition of PACAP/PAC1/VPAC2 signaling impairs the consolidation of social recognition memory and nitric oxide prevents this deficit. Neurobiol Learn Mem. 2021 Mar 9;180:107423. doi: 10.1016/j.nlm.2021.107423. Epub ahead of print. PMID: 33705861. 5: Chug MK, Bachtiar E, Narwold N, Gall K, Brisbois EJ. Tailoring nitric oxide release with additive manufacturing to create antimicrobial surfaces. Biomater Sci. 2021 Mar 10. doi: 10.1039/d1bm00068c. Epub ahead of print. PMID: 33690768. 6: Qu F, Chen Y, Jiang D, Zhao XE. pH-modulated aggregation-induced emission of Au/Cu nanoclusters and its application to the determination of urea and dissolved ammonia. Mikrochim Acta. 2021 Mar 6;188(4):113. doi: 10.1007/s00604-021-04770-9. PMID: 33677619. 7: Mejias SG, Ramphul K. Penicillamine. 2021 Mar 7. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan–. PMID: 30020688. 8: Hou H, Chen D, Liu J, Feng L, Zhang J, Liang X, Xu Y, Li X. Zinc monotherapy for young patients with oligosymptomatic Wilson disease: A single center, retrospective study. Clin Res Hepatol Gastroenterol. 2021 Mar 1;45(6):101623. doi: 10.1016/j.clinre.2021.101623. Epub ahead of print. PMID: 33662781. 9: Maldonato BJ, Russell DA, Totah RA. Human METTL7B is an alkyl thiol methyltransferase that metabolizes hydrogen sulfide and captopril. Sci Rep. 2021 Mar 1;11(1):4857. doi: 10.1038/s41598-021-84218-5. PMID: 33649426; PMCID: PMC7921093. 10: Stremmel W, Longerich T, Liere R, Vacata V, van Helden J, Weiskirchen R. Wilson disease - the impact of hyperimmunity on disease activity: A case report. World J Clin Cases. 2021 Feb 26;9(6):1386-1393. doi: 10.12998/wjcc.v9.i6.1386. PMID: 33644206; PMCID: PMC7896689. 11: Liu L, Zhang Q, Li F, Wang M, Sun J, Zhu S. Fluorescent DNA-templated silver nanoclusters for highly sensitive detection of D-penicillamine. Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 15;253:119584. doi: 10.1016/j.saa.2021.119584. Epub 2021 Feb 14. PMID: 33636492. 12: Lamb IR, Novielli-Kuntz NM, Murrant CL. Capillaries communicate with the arteriolar microvascular network by a pannexin/purinergic dependent pathway in hamster skeletal muscle. Am J Physiol Heart Circ Physiol. 2021 Feb 19. doi: 10.1152/ajpheart.00493.2020. Epub ahead of print. PMID: 33606585. 13: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Penicillamine. 2021 Feb 15. PMID: 30000118. 14: Zhang Y, Wang HY, He XW, Li WY, Zhang YK. Homochiral fluorescence responsive molecularly imprinted polymer: Highly chiral enantiomer resolution and quantitative detection of L-penicillamine. J Hazard Mater. 2021 Jan 28;412:125249. doi: 10.1016/j.jhazmat.2021.125249. Epub ahead of print. PMID: 33548789. 15: Ghalei S, Hopkins S, Douglass M, Garren M, Mondal A, Handa H. Nitric oxide releasing halloysite nanotubes for biomedical applications. J Colloid Interface Sci. 2021 May 15;590:277-289. doi: 10.1016/j.jcis.2021.01.047. Epub 2021 Jan 21. PMID: 33548611; PMCID: PMC7933102. 16: Xiao QQ, Fan JG. [Advances in the treatment of Wilson Disease]. Zhonghua Gan Zang Bing Za Zhi. 2021 Jan 20;29(1):79-82. Chinese. doi: 10.3760/cma.j.cn501113-20201018-00559. PMID: 33541028. 17: Ağbaş A, Bay ED, Başaran MK, İkizceli T, Kayhan GK, Özlük Y. Nephrotic range proteinuria in an adolescent with a diagnosis of Wilson's disease: Answers. Pediatr Nephrol. 2021 Feb 2. doi: 10.1007/s00467-021-04961-9. Epub ahead of print. PMID: 33528637. 18: Jiménez MS, Bakir M, Isábal D, Gómez MT, Pérez-Arantegui J, Castillo JR, Laborda F. Evaluation of hydrodynamic chromatography coupled to inductively coupled plasma mass spectrometry for speciation of dissolved and nanoparticulate gold and silver. Anal Bioanal Chem. 2021 Mar;413(6):1689-1699. doi: 10.1007/s00216-020-03132-3. Epub 2021 Feb 2. PMID: 33528600. 19: An M, Li H, Su M, Gao S, Wang MC, Shen SG, Gao ZF, Dong JX. Cu2+ enhanced fluorescent Ag nanoclusters with tunable emission from red to yellow and the application for Ag+ sensing. Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 5;252:119484. doi: 10.1016/j.saa.2021.119484. Epub 2021 Jan 19. PMID: 33503512. 20: Samanci B, Sahin E, Bilgic B, Tufekcioglu Z, Gurvit H, Emre M, Demir K, Hanagasi HA. Neurological features and outcomes of Wilson's disease: a single- center experience. Neurol Sci. 2021 Jan 21. doi: 10.1007/s10072-020-05013-0. Epub ahead of print. PMID: 33474589.