Skip to Content
Merck
All Photos(1)

Key Documents

196312

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2C(SH)CH(NH2)CO2H
CAS Number:
Molecular Weight:
149.21
Beilstein:
1722374
EC Number:
MDL number:
UNSPSC Code:
12352116
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

L-Penicillamine, 99%

Quality Level

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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)
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)
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
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service