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P608

Sigma-Aldrich

DL-Penicillamine

≥99%

Synonym(s):

β,β-Dimethyl-DL-cysteine, DL-2-Amino-3-mercapto-3-methylbutanoic acid

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About This Item

Linear Formula:
(CH3)2C(SH)CH(NH2)COOH
CAS Number:
52-66-4
Molecular Weight:
149.21
Beilstein/REAXYS Number:
2039817
EC Number:
200-147-2
MDL number:
MFCD00004856
UNSPSC Code:
12352103

assay

≥99%

mp

204-208 °C (lit.)

SMILES string

CC(C)(S)C(N)C(O)=O

InChI

1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)

InChI key

VVNCNSJFMMFHPL-UHFFFAOYSA-N

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
S38046
S29200
S28409
12302PN
11902MY

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Yanxia Xu et al.
Bioorganic & medicinal chemistry letters, 21(6), 1754-1757 (2011-02-15)
By linking the mercapto groups with isopropyl and introducing L-amino acid into the 5-carboxyl of DMSA a class of novel 5-(1-carbonyl-L-amino-acid)-2,2- dimethyl-[1,3]dithiolane-4-carboxylic acids were prepared. Their in vivo activities were evaluated on lead loaded mice at the dose of 0.4
Youngmi Jo et al.
Journal of natural products, 69(10), 1399-1403 (2006-10-28)
Six new phenylethanoid glucosides, ternstrosides A-F (1-6), a new kaempferol derivative (7), and eight known compounds were isolated from the fresh leaves of Ternstroemia japonica. The structures were elucidated by 1D and 2D NMR spectroscopic analyses. Compounds 1-7 showed potent
J I Levin et al.
Bioorganic & medicinal chemistry letters, 15(19), 4345-4349 (2005-08-09)
The SAR of a series of potent sulfonamide hydroxamate TACE inhibitors bearing a butynyloxy P1' group was explored. In particular, compound 5k has excellent in vitro potency against TACE enzyme and in cells, and oral activity in an in vivo
N André Sasaki et al.
Bioorganic & medicinal chemistry, 17(6), 2310-2320 (2009-03-06)
2,3-Diaminopropionic acid (Dap) and N-terminal Dap peptides have been found to inhibit in vitro protein-modifications by methylglyoxal (MG), one of the highly reactive alpha-dicarbonyl compounds. MG scavenging potency of the newly synthesized N-terminal Dap peptides is demonstrated by RP-HPLC, SDS-PAGE

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