Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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
All Photos(1)

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

product name

L-Penicillamine, 99%

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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

Slide 1 of 2

1 of 2

N-Isobutyryl-L-cysteine for chiral derivatization, LiChropur™, ≥97.0%

Supelco

58698

N-Isobutyryl-L-cysteine

L-(−)-Dithiothreitol ≥95% (titration)

Sigma-Aldrich

D9760

L-(−)-Dithiothreitol

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

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