All Photos(1)
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:
Molecular Weight:
149.21
Beilstein:
1722374
EC Number:
MDL number:
UNSPSC Code:
12352116
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
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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
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.
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)
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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)
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
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)
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)
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