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Merck
CN

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
Beilstein:
1722374
EC Number:
214-203-9
MDL number:
MFCD00064303
UNSPSC Code:
12352116
eCl@ss:
32160406
PubChem Substance ID:
24851751
NACRES:
NA.22

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Product Name

L-Penicillamine, 99%

Quality Level

100

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

SMILES string

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

InChI

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

InChI key

VVNCNSJFMMFHPL-GSVOUGTGSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Bio-inspired nitrile hydration by peptidic ligands based on L-cysteine, L-methionine or L-penicillamine and pyridine-2, 6-dicarboxylic acid
Byrne C, et al.
Molecules (Basel), 19(12), 20751-20767 (2014)
Eriko Hori et al.
Metallomics : integrated biometal science, 10(4), 614-622 (2018-03-27)
As an essential micronutrient, selenium deficiency is a leading cause of cardiovascular diseases. The heart is continuously beating to deliver blood to the entire body, and this requires a high amount of energy. An adult heart normally obtains 50-70% of
Maria Pesavento et al.
Sensors (Basel, Switzerland), 19(23) (2019-12-05)
Highly sensitive plasmonic optical fiber platforms combined with receptors have been recently used to obtain selective sensors. A low-cost configuration can be obtained exploiting a D-shaped plastic optical fiber covered with a multilayer sensing surface. The multilayer consists of a
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
On the effect of modified carbohydrates on the size and shape of gold and silver nanostructures
Yazgan I, et al.
Nanomaterials, 10(7), 1417-1417 (2020)
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