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MilliporeSigma

30089

Sigma-Aldrich

L-cisteína

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

Sinónimos:

Ácido (R)-2-amino-3-mercaptopropiónico

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About This Item

Fórmula lineal:
HSCH2CH(NH2)CO2H
Número de CAS:
Peso molecular:
121.16
Beilstein:
1721408
Número CE:
Número MDL:
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de la sustancia en PubChem:
NACRES:
NA.26
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Nombre del producto

L-cisteína, BioUltra, ≥98.5% (RT)

Línea del producto

BioUltra

Ensayo

≥98.5% (RT)

Formulario

powder or crystals

actividad óptica

[α]20/D +8.0±0.5°, c = 5% in 5 M HCl

técnicas

HPLC: suitable

impurezas

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

residuo de ign.

≤0.05% (as SO4)

pérdida

≤0.05% loss on drying, 20 °C (HV)

color

white

mp

240 °C (dec.) (lit.)

solubilidad

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

trazas de anión

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

trazas de catión

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

Absorción UV

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

cadena SMILES

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

Clave InChI

XUJNEKJLAYXESH-REOHCLBHSA-N

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Aplicación

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.[1][2]

Acciones bioquímicas o fisiológicas

Agonista del receptor glutamatérgico NMDA.
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.[3]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

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)
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
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

Artículos

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

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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