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Merck
CN

30089

L-Cysteine

≥98.5% (RT), suitable for HPLC, BioUltra

Synonym(s):

(R)-2-Amino-3-mercaptopropionic acid

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About This Item

Linear Formula:
HSCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
121.16
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-158-2
MDL number:
Beilstein/REAXYS Number:
1721408
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Product Name

L-Cysteine, BioUltra, ≥98.5% (RT)

Quality Level

SMILES string

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

InChI key

XUJNEKJLAYXESH-REOHCLBHSA-N

InChI

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

product line

BioUltra

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

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Biochem/physiol Actions

NMDA glutamatergic receptor agonist.
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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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.

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子(如铁、铜和镉)引起的氧化损伤。

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