All Photos(1)

30089

Sigma-Aldrich

L-Cysteine

BioUltra, ≥98.5% (RT)

Synonym(s):
(R)-2-Amino-3-mercaptopropionic acid
Linear Formula:
HSCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
121.16
Beilstein:
1721408
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product line

BioUltra

Quality Level

assay

≥98.5% (RT)

form

powder or crystals

optical activity

[α]20/D +8.0±0.5°, c = 5% in 5 M HCl

technique(s)

HPLC: suitable

impurities

insoluble matter, passes filter test
≤0.5% foreign amino acids

ign. residue

≤0.05% (as SO4)

loss

≤0.05% loss on drying, 20 °C (HV)

color

white

mp

240 °C (dec.) (lit.)

solubility

1 M HCl: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤500 mg/kg
Na: ≤100 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in 1 M HCl

UV absorption

λ: 260 nm Amax: 1.5
λ: 280 nm Amax: 0.2

SMILES string

N[C@@H](CS)C(O)=O

InChI

1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1

InChI key

XUJNEKJLAYXESH-REOHCLBHSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

L-Cysteine has been used in quenching of unreacted maleimide during antibody grafting. It has also been used in the preparation of nitrosocysteine stock solution, that has been employed to induce S-nitrosylation to achieve reversible cysteine modification.

Biochem/physiol Actions

Cysteine is one of the functional amino acids that regulates metabolism for growth, reproduction, maintenance and immunity. Cysteine provides the disulfide linkage in proteins. It is directly associated with the transport of sulfur. Taurine, a metabolic product of cysteine acts as an antioxidant and controls the cellular redox state. Cysteine is involved in the formation of hydrogen sulfide that is utilized as a signaling molecule.
NMDA glutamatergic receptor agonist.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Preparation of polyion complex micelles from poly(ethylene glycol)-block-polyions
Nuria Bayo-Puxan
Journal of Controlled Release : Official Journal of the Controlled Release Society, 156(2), 118-127 (2011)
Amino acids: metabolism, functions, and nutrition
Guoyao Wu
Amino Acids, 37(1), 1-17 (2009)
Resin-assisted enrichment of thiols as a general strategy for proteomic profiling of cysteine-based reversible modifications
Jia Guo
Nature Protocols, 9(1), 64-75 (2014)
Nicholas Kwiatkowski et al.
Nature, 511(7511), 616-620 (2014-07-22)
Tumour oncogenes include transcription factors that co-opt the general transcriptional machinery to sustain the oncogenic state, but direct pharmacological inhibition of transcription factors has so far proven difficult. However, the transcriptional machinery contains various enzymatic cofactors that can be targeted
John Gilchrist et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(51), E5016-E5024 (2013-12-04)
Voltage-gated sodium (Nav) channels are embedded in a multicomponent membrane signaling complex that plays a crucial role in cellular excitability. Although the mechanism remains unclear, β-subunits modify Nav channel function and cause debilitating disorders when mutated. While investigating whether β-subunits

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Protocols

GC Analysis of Amino Acids (as TBDMS Derivatives) on SLB®-5ms (20 m x 0.18 mm I.D., 0.18 μm), Fast GC Analysis

Separation of L-Alanine; Glycine; L-Valine; L-Leucine; L-Isoleucine; L-Proline; L-Methionine; L-Serine; L-Threonine; L-Phenylalanine; L-Aspartic acid; L-4-Hydroxyproline; L-Cysteine; L-Glutamic acid; L-Asparagine; L-Lysine; L-Glutamine; L-Histidine; L-Tyrosine; L-Tryptophan; L-Cystine

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