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Penicillamine

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Chemical Structure| 52-67-5 同义名 : 青霉胺 ;D-(-)-Penicillamine;NSC 81549;Penicillaminate, Copper;Depen;Cuprimine;3-Mercapto-D-valine;β-Thiovaline;D-Penicillamine
CAS号 : 52-67-5
货号 : A101389
分子式 : C5H11NO2S
纯度 : 98%
分子量 : 149.211
MDL号 : MFCD00064302
存储条件:

粉末 Keep in dark place,Inert atmosphere,2-8°C

液体 -20°C:3-6个月-80°C:12个月

溶解度 :

DMSO: 1 mg/mL(6.7 mM),配合低频超声助溶,注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO

H2O: 85 mg/mL(569.66 mM),配合低频超声,并水浴加热至45℃助溶

动物实验配方:
生物活性
描述 Penicillamine (D-(-)-Penicillamine) is the most characteristic degradation product of the penicillin antibiotics. It is used as an antirheumatic and as a chelating agent in Wilson's disease[3]. D-Penicillamine is the d isomer of a dimethylated cysteine and has been used for the treatment of rheumatoid arthritis. D-penicillamine significantly reduced L-cysteine-induced vasodilatation in a concentration-dependent manner through inhibition of H2 S biosynthesis, and this effect occurred at concentrations 10 times lower than those needed to induce the release of H2 S. In particular, D-penicillamine selectively inhibited CSE in a pyridoxal-5'-phosphate-dependent manner[4]. In animals, both intravenous D-penicillamine doses of 11 (low) and 44 mg/kg (high) decreased the mortality caused by s.c. isoprenaline (100 mg/kg) from 36% to 14% and 22%, respectively. However, whereas the low D-penicillamine dose decreased the release of cardiac troponin T (specific marker of myocardial injury), the high dose resulted in an increase[5]. In most normal human sera the addition of penicillamine to a final concentration of 0-2 mmol/l and subsequent dialysis caused a slight reduction in serum haemolytic complement (CH50). In vivo, a dose of 240 mg penicillamine caused a slight transient reduction in CH50 in rabbit serum, while 1000 mg penicillamine had no effect on serum CH50 in patients with rheumatoid arthritis[6].
临床研究
NCT号 适应症或疾病 临床期 招募状态 预计完成时间 地点
NCT01640548 - Completed - United Kingdom ... 展开 >> Abergavenny, United Kingdom, NP7 7EG Basildon, United Kingdom, SS16 5NL Basingstoke, United Kingdom, RG24 9NA Belfast, United Kingdom, BT9 7JB Blackburn, United Kingdom, BB2 3HH Bournemouth, United Kingdom, BH7 7DW Cambridge, United Kingdom, CB2 2QQ Cannock, United Kingdom, WS11 5XY Dewsbury, United Kingdom, WF13 4HS Dudley, United Kingdom, DY1 2HQ Durham, United Kingdom, DH15TW Eastbourne, United Kingdom, BN21 2UD Edinburgh, United Kingdom, EH4 2XU Glasgow, United Kingdom, G12 0YN Greenock, United Kingdom, PA16 0XN Harlow, United Kingdom, CM20 1QX Inverness, United Kingdom, IV2 3UV Kirkcaldy, United Kingdom, KY2 5AH London, United Kingdom, SE18 4QH Portsmouth, United Kingdom, PO6 3LY Sheffield, United Kingdom, S10 2JF Truro, United Kingdom, TR1 3LJ Warrington, United Kingdom, WA5 1QG Westbury-on-Trym, Bristol, United Kingdom, BS10 5NB Wigan, United Kingdom, WN6 9EW Wolverhampton, United Kingdom, WV10 0QP 收起 <<
NCT01557348 - Completed - -
NCT01640548 - Completed - -
实验方案
1mg 5mg 10mg

1 mM

5 mM

10 mM

6.70mL

1.34mL

0.67mL

33.51mL

6.70mL

3.35mL

67.02mL

13.40mL

6.70mL

参考文献

[1]Peisach J, Blumberg WE. A mechanism for the action of penicillamine in the treatment of Wilson's disease. Mol Pharmacol. 1969 Mar;5(2):200-9.

[2]Jaffe IA, Altman K, Merryman P. Th Antipyridoxine Effect of Penicillamine in Man. J Clin Invest. 1964 Oct;43:1869-73.

[3]Peisach J, Blumberg WE. A mechanism for the action of penicillamine in the treatment of Wilson's disease. Mol Pharmacol. 1969 Mar;5(2):200-9

[4]Brancaleone V, Esposito I, Gargiulo A, Vellecco V, Asimakopoulou A, Citi V, Calderone V, Gobbetti T, Perretti M, Papapetropoulos A, Bucci M, Cirino G. D-Penicillamine modulates hydrogen sulfide (H2S) pathway through selective inhibition of cystathionine-γ-lyase. Br J Pharmacol. 2016 May;173(9):1556-65

[5]Říha M, Hašková P, Martin J, Filipský T, Váňová K, Vávrová J, Holečková M, Homola P, Vítek L, Palicka V, Šimůnek T, Mladěnka P. Protective Effects of D-Penicillamine on Catecholamine-Induced Myocardial Injury. Oxid Med Cell Longev. 2016;2016:5213532

[6]Mellbye OJ, Munthe E. Effect of penicillamine on complement in vitro and in vivo. Ann Rheum Dis. 1977 Oct;36(5):453-8