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L-Penicillamine

CAS No.:
1113-41-3
Catalog Number:
AG00353Y
Molecular Formula:
C5H11NO2S
Molecular Weight:
149.2113
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$57
- +
5g
95%
In Stock USA
United States
$182
- +
25g
95%
In Stock USA
United States
$788
- +
100g
95%
In Stock USA
United States
$2988
- +
Product Description
Catalog Number:
AG00353Y
Chemical Name:
L-Penicillamine
CAS Number:
1113-41-3
Molecular Formula:
C5H11NO2S
Molecular Weight:
149.2113
MDL Number:
MFCD00064303
IUPAC Name:
(2R)-2-amino-3-methyl-3-sulfanylbutanoic acid
InChI:
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m1/s1
InChI Key:
VVNCNSJFMMFHPL-GSVOUGTGSA-N
SMILES:
N[C@@H](C(S)(C)C)C(=O)O
UNII:
NO1YIB7OIG
NSC Number:
757265
Properties
Complexity:
124  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
149.051g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
149.208g/mol
Monoisotopic Mass:
149.051g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
64.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.8  
Literature
Title Journal
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
Separation and determination of chiral composition in penicillamine tablets by capillary electrophoresis in a broad pH range. Electrophoresis 20120701
Peroxynitrite has potent pulmonary vasodilator activity in the rat. Canadian journal of physiology and pharmacology 20120401
Metal chaperones: a holistic approach to the treatment of Alzheimer's disease. Frontiers in psychiatry 20120101
Application of an unusual ninhydrin-based reaction for the indirect chiral resolution of D,L-penicillamine. Talanta 20110930
Rational creation of chiral multinuclear and metallosupramolecular compounds from thiol-containing amino acids. Dalton transactions (Cambridge, England : 2003) 20110728
Microalbuminuria in rheumatoid arthritis in the post penicillamine/gold era: association with hypertension, but not therapy or inflammation. Clinical rheumatology 20110401
Molecular hydrogen protects chondrocytes from oxidative stress and indirectly alters gene expressions through reducing peroxynitrite derived from nitric oxide. Medical gas research 20110101
Penicillamine neurotoxicity: an hypothesis. ISRN neurology 20110101
Synthesis and biological activity of oxytocin analogues containing unnatural amino acids in position 9: structure activity study. Amino acids 20100501
Isolation and quantitative analysis of peroxynitrite scavengers from Artemisia princeps var. orientalis. Archives of pharmacal research 20100501
Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity. Bioorganic & medicinal chemistry letters 20091115
Cadmium(II) complex formation with cysteine and penicillamine. Inorganic chemistry 20090706
A multinuclear coordination system of L-cysteine and L-penicillamine that induce opposite chiralities at metal centers. Angewandte Chemie (International ed. in English) 20090101
[Wilson's disease in paediatric age: diagnosis and treatment. Recent advances]. Recenti progressi in medicina 20081101
Enantiomeric reversed-phase high-performance liquid chromatography resolution of D-/L-penicillamine after spirocyclization with ninhydrin and by using copper(II)-L-proline complex as a chiral selector in the mobile phase. Journal of chromatography. A 20080926
Chiral functionalization of optically inactive monolayer-protected silver nanoclusters by chiral ligand-exchange reactions. Langmuir : the ACS journal of surfaces and colloids 20080318
Withdrawal of penicillamine from zinc sulphate-penicillamine maintenance therapy in Wilson's disease: promising, safe and cheap. Journal of the neurological sciences 20080115
Chiral highly luminescent CdS quantum dots. Chemical communications (Cambridge, England) 20071014
Indirect resolution of enantiomers of penicillamine by TLC and HPLC using Marfey's reagent and its variants. Biomedical chromatography : BMC 20071001
Peroxynitrite-mediated oxidative damage to brain mitochondria: Protective effects of peroxynitrite scavengers. Journal of neuroscience research 20070801
One-electron reduction of S-nitrosothiols in aqueous medium. Free radical biology & medicine 20061015
Electrochemical behavior of dopamine at a penicillamine self-assembled gold electrode and its analytical application. Archiv der Pharmazie 20060701
Antimelanoma activity of apoptogenic carbonyl scavengers. The Journal of pharmacology and experimental therapeutics 20060201
A pilot trial testing the feasibility of administering D-penicillamine to extremely low birth weight neonates. Journal of perinatology : official journal of the California Perinatal Association 20060201
Large optical activity of gold nanocluster enantiomers induced by a pair of optically active penicillamines. Journal of the American Chemical Society 20051109
Design of high affinity cyclic pentapeptide ligands for kappa-opioid receptors. The journal of peptide research : official journal of the American Peptide Society 20051101
Electrochemical determination of thiols at single-wall carbon nanotubes and PQQ modified electrodes. Frontiers in bioscience : a journal and virtual library 20050101
N-Salicylideneamino acidato complexes of oxovanadium(IV). The cysteine and penicillamine complexes. Dalton transactions (Cambridge, England : 2003) 20040921
Effects of nitric oxide on morphology of isolated cochlear outer hair cells: possible involvement in sensorineural hearing loss. Otology & neurotology : official publication of the American Otological Society, American Neurotology Society [and] European Academy of Otology and Neurotology 20030701
Design and synthesis of some substituted 1H-pyrazolyl-oxazolidines or 1H-pyrazolyl-thiazolidines as anti-inflammatory-antimicrobial agents. Archiv der Pharmazie 20030401
Electrocatalytic oxidation of nitric oxide at indium hexacyanoferrate film-modified electrodes. Analytical and bioanalytical chemistry 20030101
Docking studies reveal a selective binding of D-penicillamine to the transactivator protein of human immunodeficiency virus type 1. FEBS letters 20020410
Identification of alpha-dicarbonyl scavengers for cellular protection against carbonyl stress. Biochemical pharmacology 20020201
Electrochemical response of dopamine at a penicillamine self-assembled gold electrode. Bioelectrochemistry (Amsterdam, Netherlands) 20011101
Specific sensitization of Lyt-1+2- T cells to spleen cells modified by the drug D-penicillamine or a stereoisomer. Journal of immunology (Baltimore, Md. : 1950) 19860101
Studies on the mechanism of the formation of the penicillin antigen. I. Delayed allergic cross-reactions among penicillin G and its degradation products. The Journal of experimental medicine 19601130
Properties