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Sigma-Aldrich

L-Penicillamine

99%

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Synonym(s):
3,3-Dimethyl-L-cysteine, 3-Mercapto-L-valine, L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid β,β-Dimethyl-L-cysteine
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
eCl@ss:
32160406
PubChem Substance ID:
24851751
NACRES:
NA.22

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

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 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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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)
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)
Mohammad Saifur Rahman et al.
Oncology letters, 14(3), 3169-3176 (2017-09-21)
The
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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
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