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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

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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

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’.

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