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Merck

196312

L-Penicillamine

99%, for peptide synthesis

Synonym(s):

3,3-Dimethyl-L-cysteine, 3-Mercapto-L-valine, L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid β,β-Dimethyl-L-cysteine

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About This Item

Linear Formula:
(CH3)2C(SH)CH(NH2)CO2H
CAS Number:
1113-41-3
Molecular Weight:
149.21
NACRES:
NA.22
PubChem Substance ID:
24851751
eCl@ss:
32160406
UNSPSC Code:
12352116
EC Number:
214-203-9
MDL number:
MFCD00064303
Beilstein/REAXYS Number:
1722374

Key Documents

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Product Name

L-Penicillamine, 99%

InChI key

VVNCNSJFMMFHPL-GSVOUGTGSA-N

InChI

1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m1/s1

SMILES string

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

assay

99%

form

powder

optical activity

[α]24/D +61.9°, c = 0.5 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

mp

206 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

100

Related Categories

General description

ʟ-Penicillamine(3,3-Dimethyl-L-cysteine) is good water-soluble compound. It is generally used as a metal-chelating agent.

Application

ʟ-Penicillamine is used:
  • In the synthesis of Cu nanoclusters (CuNCs) from copper(II).
  • In the preparation of ligands based onpyridine-2,6-dicarboxylic acid, which is in combination with cobalt (III) to convert acetonitrile to acetamide and benzonitrile to benzamide.

Storage Class

11 - Combustible Solids

wgk

WGK 2

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
SDBB3499
SDBB0730
STBL1245
STBL2456
STBK6543

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Antoaneta Belcheva et al.
PloS one, 8(5), e65204-e65204 (2013-06-07)
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Xia Lin et al.
Colloids and surfaces. B, Biointerfaces, 148, 371-376 (2016-11-05)
A new stable and stereo-selective electrochemiluminescence (ECL) interface has been designed for specific recognition of penicillamine (Pen) enantiomers by using hemoglobin (Hb) and gold nanoparticles functionalized graphite-like carbon nitride nanosheets composite (Au-g-C
Chelate-assisted Pb phytoextraction: Pb availability, uptake, and translocation constraints
Wu J, et al.
Critical reviews in environmental science and technology, 33(11), 1898-1904 (1999)
Mohammad Saifur Rahman et al.
Oncology letters, 14(3), 3169-3176 (2017-09-21)
The
Optically active red-emitting Cu nanoclusters originating from complexation and redox reaction between copper (II) and D/L-penicillamine
Long T, et al.
Nanoscale, 8(18), 9764-9770 (2016)
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