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P1101

Sigma-Aldrich

D-Penicillamine disulfide

97%, cell analysis

Sinónimos:

3,3′-Dithiobis(2-amino-3-methylbutanoic acid), 3,3′-Dithiobis(2-amino-3-methylbutyric acid), 3,3′-Dithiobis-D-valine, S,S′-Bi(D-penicillamine), NSC 87505

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About This Item

Fórmula lineal:
[-SC(CH3)2CH(NH2)CO2H]2
Número de CAS:
20902-45-8
Peso molecular:
296.41
Beilstein/REAXYS Number:
4461521
EC Number:
244-107-2
MDL number:
MFCD00004264
UNSPSC Code:
12352116
PubChem Substance ID:
24898153
NACRES:
NA.22

Nombre del producto

D-Penicillamine disulfide, 97%

Quality Level

100

assay

97%

form

powder or crystals

optical activity

[α]25/D −75°, c = 1 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

204 °C (dec.) (lit.)

application(s)

cell analysis

SMILES string

CC(C)(SSC(C)(C)[C@@H](N)C(O)=O)[C@@H](N)C(O)=O

InChI

1S/C10H20N2O4S2/c1-9(2,5(11)7(13)14)17-18-10(3,4)6(12)8(15)16/h5-6H,11-12H2,1-4H3,(H,13,14)(H,15,16)/t5-,6-/m0/s1

InChI key

POYPKGFSZHXASD-WDSKDSINSA-N

application

Used in pharmacological studies of:
  • Molecules dermatomyositis activity
  • Antimelanoma activity of apoptogenic carbonyl scavengers

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCR7985
MKCM2360
MKCF5319
MKCD9832
MKBW8423V

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P Unak et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 49(7), 805-809 (1998-05-07)
Complex forming conditions of Penicillamine di sulfide with 99mTc have been specified. Labeling of penicillamine di sulfide with 99mTc by direct reduction with SnCl2 did not give favorable good results while the 99mTc complex of penicillamine can be easily obtained.
T F Yu et al.
The Journal of rheumatology, 11(4), 467-470 (1984-08-01)
Four patients with recurrent cystine stones and 5 with rheumatoid arthritis (RA) were studied. After a single dose of D-penicillamine to cystinuric patients, cystine excretion decreased considerably. Cysteine-penicillamine mixed disulfide (CSSP) and penicillamine disulfide (PSSP) metabolites appeared within 1-2 h
J K Nicholson et al.
Drug metabolism and drug interactions, 6(3-4), 439-446 (1988-01-01)
Preliminary studies on the use of high resolution 1H-NMR spectroscopy for the detection of the thiol drug penicillamine and its metabolites in human urine are described. The technique is rapid, simple and requires minimal sample pretreatment. Application of NMR to
J C Crawhall
Clinical and investigative medicine. Medecine clinique et experimentale, 7(1), 31-34 (1984-01-01)
Penicillamine disulfides have been analysed by automatic amino acid analysis. Because the free thiol reacts poorly with ninhydrin, other detection methods are preferred, particularly high pressure liquid chromatography using an electrochemical detector or gas chromatography with a flame ionization detector.
K K Millis et al.
Biochimica et biophysica acta, 1055(1), 10-18 (1990-10-15)
The oxidation/reduction chemistry of penicillamine in human erythrocytes was characterized directly in intact erythrocytes by 1H-NMR spectroscopy. Spectra were measured by the Carr-Purcell-Meiboom-Gill pulse sequence to selectively eliminate interfering resonances from hemoglobin and membrane protons and from the intracellular water.
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