Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

P1101

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

product name

D-Penicillamine disulfide, 97%

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCM2360
MKCF5319
MKCD9832
MKBW8423V
MKBB0244V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Y J Yang et al.
Occupational and environmental medicine, 51(4), 267-270 (1994-04-01)
Four workers chronically exposed to elemental mental mercury in a lampsocket manufacturing factory were studied. The clinical manifestations were severe in one, mild in another, and suspicious in the remaining two. Correlation between severity of clinical features and increased urinary
Quantification of pipecolic acid in plasma, and of urinary cystine in the presence of penicillamine-cystine disulfide, with the Beckman 6300 amino acid analyzer.
J Wong et al.
Clinical chemistry, 33(7), 1302-1303 (1987-07-01)
G Carruthers et al.
Clinical and investigative medicine. Medecine clinique et experimentale, 7(1), 35-40 (1984-01-01)
The pharmacokinetic disposition of D-penicillamine and its major metabolites, penicillamine cysteine disulfide ( PSSC ) and penicillamine disulfide ( PSSP ) has been studied in eight patients with rheumatoid arthritis. Plasma concentrations of D-penicillamine, PSSP and PSSC displayed similar characteristics
F Matthey et al.
Clinical nephrology, 25(5), 268-271 (1986-05-01)
D-penicillamine and its major metabolites cysteine-penicillamine disulphide (CP) and penicillamine disulphide (P2) concentrations were measured in plasma from a hemodialysis patient with rheumatoid arthritis. CP and P2 alone were measured in plasma and a plasma ultrafiltrate from a second patient.
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service