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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
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

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.

General description

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

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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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
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)
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
Antoaneta Belcheva et al.
PloS one, 8(5), e65204-e65204 (2013-06-07)
Gut microbiota has been linked to a number of human diseases including colon cancer. However, the mechanism through which gut bacteria influence colon cancer development and progression remains unclear. Perturbation of the homeostasis between the host immune system and microbiota
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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