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P1101

D-Penicillamine disulfide

97%, cell analysis

Synonym(s):

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

Linear Formula:
[-SC(CH3)2CH(NH2)CO2H]2
CAS Number:
20902-45-8
Molecular Weight:
296.41
NACRES:
NA.22
PubChem Substance ID:
24898153
UNSPSC Code:
12352116
EC Number:
244-107-2
MDL number:
MFCD00004264
Beilstein/REAXYS Number:
4461521
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Product Name

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR7985
MKCM2360
MKCF5319
MKCD9832
MKBW8423V

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G T Yamashita et al.
Journal of chromatography, 491(2), 341-354 (1989-07-21)
Methodology is described for the simultaneous determination of D-penicillamine, penicillamine disulfide and the penicillamine-glutathione mixed disulfide, as well as glutathione and glutathione disulfide, in human plasma, erythrocytes and urine. The various thiols and disulfides are separated by reversed-phase ion-pairing liquid
Fabrizio Apruzzese et al.
Annali di chimica, 94(1-2), 45-56 (2004-05-15)
D-penicillamine disulfide (PNS) shows protolytic properties and is able to form complexes with cations, because it has two aminic groups and two carboxylic groups. The four protonation constants of its deprotonated species were determined by means of electromotive force (e.m.f.)
Determination of penicillamine in encapsulated formulations by high-performance liquid chromatography.
S Biffar et al.
Journal of chromatography, 318(2), 404-407 (1985-01-18)
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Global Trade Item Number

SKUGTIN
P1101-1G04061826709818