1113-41-3
Chemical Structure
L-Penicillamine
- CAS No.: 1113-41-3
- Formula:C5H11NO2S
- Molecular Weight:149.22
IUPAC Name: (R)-2-amino-3-mercapto-3-methylbutanoic acid
InChIKey: VVNCNSJFMMFHPL-GSVOUGTGSA-N
SMILES: N[C@H](C(O)=O)C(S)(C)C
Biological Activity: L-Penicillamine is an orally active serine palmitoyltransferase (SPT) inhibitor. L-Penicillamine inactivates the PLP cofactor by forming adducts, thereby inhibiting SPT activity and reducing sphingolipid biosynthesis. L-Penicillamine not only blocks tumor access to vitamin B6, but also stabilizes the human papillomavirus 16 E6 oncoprotein monomer and inhibits its polymerization, exhibiting a unique anticancer mechanism. L-Penicillamine effectively delays the growth of Sarcoma-180, induces tumor necrosis and prolongs survival (though long-term use may lead to Pyridoxine (HY-B1328) deficiency and weight loss)[1][2][3].
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L-Penicillamine | 99.71% | L-Penicillamine is an orally active serine palmitoyltransferase (SPT) inhibitor. L-Penicillamine inactivates the PLP cofactor by forming adducts, thereby inhibiting SPT activity and reducing sphingolipid biosynthesis. L-Penicillamine not only blocks tumor access to vitamin B6, but also stabilizes the human papillomavirus 16 E6 oncoprotein monomer and inhibits its polymerization, exhibiting a unique anticancer mechanism. L-Penicillamine effectively delays the growth of Sarcoma-180, induces tumor necrosis and prolongs survival (though long-term use may lead to Pyridoxine (HY-B1328) deficiency and weight loss). | ||||||||||||||||||||
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D-Penicillamine-d6 | D-Penicillamine-d6 is the deuterium labeled L-Penicillamine (HY-116073). L-Penicillamine is a mechanism-based inhibitor of serine palmitoyltransferase by forming a pyridoxal-5 '-phosphate-thiazolidine adduct. L-Penicillamine is a metal chelating agent of intermediate strength. | |||||||||||||||||||||
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- [1]. Lowther J, et al. l-Penicillamine is a mechanism-based inhibitor of serine palmitoyltransferase by forming a pyridoxal-5′-phosphate-thiazolidine adduct[J]. MedChemComm, 2012, 3(8): 1003-1008.
- [2]. Degenkolbe R, et al. Chelating agents stabilize the monomeric state of the zinc binding human papillomavirus 16 E6 oncoprotein. Biochemistry. 2003;42(13):3868-3873. [Content Brief]
- [3]. Littman M L, et al. Growth-retarding effect of oral L-penicillamine on Sarcoma-180[J]. Nature, 1964, 203(4946): 726-728.
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