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30089

Sigma-Aldrich

L-Cysteine

BioUltra, ≥98.5% (RT)

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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

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This Item
C735295437168149
L-Cysteine BioUltra, ≥98.5% (RT)

Sigma-Aldrich

30089

L-Cysteine

Premium Grade
L-Cysteine from non-animal source, BioReagent, suitable for cell culture, ≥98%

Sigma-Aldrich

C7352

L-Cysteine

-
L-Cysteine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

95437

L-Cysteine

-
L-Cysteine 97%

Sigma-Aldrich

168149

L-Cysteine

-
assay

≥98.5% (RT)

assay

≥98%

assay

-

assay

97%

form

powder or crystals

form

crystalline powder

form

-

form

solid

optical activity

[α]20/D +8.0±0.5°, c = 5% in 5 M HCl

optical activity

-

optical activity

-

optical activity

[α]20/D +6.5±1.5°, c = 2 in 5 M HCl

technique(s)

HPLC: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

impurities

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

impurities

endotoxin, tested

impurities

-

impurities

-

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

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
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MMYOMAG-74K-13

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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)
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)
Amino acids: metabolism, functions, and nutrition
Guoyao Wu
Amino Acids, 37(1), 1-17 (2009)
Takeshi Annoura et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(5), 2158-2170 (2014-02-11)
The 10 Plasmodium 6-Cys proteins have critical roles throughout parasite development and are targets for antimalaria vaccination strategies. We analyzed the conserved 6-cysteine domain of this family and show that only the last 4 positionally conserved cysteine residues are diagnostic
Eun Young Park et al.
Journal of agricultural and food chemistry, 62(26), 6183-6189 (2014-06-01)
The present study examined the impact of the supplementation of glutathione (GSH), γ-L-glutamyl-L-cysteinyl-glycine, on human blood GSH levels. Healthy human volunteers were orally supplemented with GSH (50 mg/kg body weight). Venous blood was collected from the cubital vein before and

Articles

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.

Chromatograms

application for HPLC

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