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Merck

30891

Sigma-Aldrich

Biliverdin hydrochloride

≥97.0% (TLC)

Sinónimos:

Biliverdin

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10 MG
US$ 52,40
50 MG
US$ 192,00

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10 MG
US$ 52,40
50 MG
US$ 192,00

About This Item

Fórmula empírica (notación de Hill):
C33H34N4O6 · HCl
Número de CAS:
Peso molecular:
619.11
Número MDL:
Código UNSPSC:
12352204
ID de la sustancia en PubChem:
NACRES:
NA.32

US$ 52,40

PRECIOS SIN IMPUESTOS NACIONALES

Check Cart for Availability

Solicitar un pedido a granel

Ensayo

≥97.0% (TLC)

Formulario

powder or crystals

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena SMILES

Cl.CC1=C(C=C)C(\NC1=O)=C\c2[nH]c(/C=C3\N=C(\C=C4/NC(=O)C(C=C)=C4C)C(C)=C3CCC(O)=O)c(CCC(O)=O)c2C

InChI

1S/C33H34N4O6.ClH/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26;/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41);1H/b26-13-,27-14-,28-15-;

Clave InChI

KTRFJVRKVQROKS-UJCZHUFNSA-N

Descripción general

Biliverdin (BV) is considered as a near-infrared (NIR)-absorbing pigment, that is endogenic.[1] It is a linear tetrapyrrolic intermediate of heme degradation (heme catabolism) to bilirubin.[2][3] The bile of amphibia and birds contains only biliverdine, no bilirubin.

Aplicación

Biliverdin hydrochloride has been used:
  • as a treatment to J774A.1 cells to study its role in alternation of beta (β)-endorphins level[4]
  • as a commercial standard for the detection of biliverdin in mouse unstable and stable plaques tissues using liquid chromatography-tandem mass spectrometry (LC-MS-MS)[5]
  • to add to Fucci-containing cells to improve the mIFP signal[6]
  • to examine its impact on infrared fluorescent protein (iRFP) in some retinal preparations[7]

Acciones bioquímicas o fisiológicas

Biliverdin (BV) is an excellent anti-inflammatory agent that protects against lipopolysaccharides (LPS)-induced lung injury in mouse endothelial cells.[8] It aids protection in polymicrobial sepsis.[9] Biliverdin has cytoprotective effects on rat livers and protects from prolonged ischemia and reperfusion injury.[10] It also shows antioxidant activities.[11]

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Los clientes también vieron

Slide 1 of 1

1 of 1

Biological implications of heme metabolism.
Sassa, S.
Journal of Clinical Biochemistry and Nutrition, 38, 138-155 (2006)
Nader G Abraham et al.
Pharmacological reviews, 60(1), 79-127 (2008-03-08)
This review is intended to stimulate interest in the effect of increased expression of heme oxygenase-1 (HO-1) protein and increased levels of HO activity on normal and pathological states. The HO system includes the heme catabolic pathway, comprising HO and
Constantino Fondevila et al.
Hepatology (Baltimore, Md.), 40(6), 1333-1341 (2004-11-27)
Heme oxygenase (HO-1) provides a cellular defense mechanism during oxidative stress and catalyzes the rate-limiting step in heme metabolism that produces biliverdin (BV). The role of BV and its potential use in preventing ischemia/reperfusion injury (IRI) had never been studied.
Tracking multiple genomic elements using correlative CRISPR imaging and sequential DNA FISH
Guan J, et al.
Biophysical Journal, 112(6), 1077-1084 (2017)
Linear tetrapyrroles as functional pigments in chemistry and biology.
Mizutani, T. and Yagi, S.
Journal of Porphyrins and Phthalocyanines, 8, 226-237 (2004)

Questions

1–4 of 4 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

      Helpful?

  3. What is the refractive index and absorption index of Biliverdin Hydrochloride (30891)?

    1 answer
    1. There are no specific quality tests performed on this product to verify refractive or absorption properties. There are some details available in scientific literature for spectral properties with authors at the Chinese Academy of Science describing bilverdin as a NIR absorbing pigment. Please see the citation below for more details and refer specifically to figure 1B on page 2 of the publication.

      R. R. Xing, Q. L. Zou, C. Q. Yuan, L. Y. Zhao, R. Chang, X. H. Yan, Advanced Materials 2019, 31, 1900822. https://doi.org/10.1002/adma.201900822

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  4. Is Biliverdin hydrochloride #30891 suitable for preparing a Biliverdin solution?

    1 answer
    1. Product 30891 is a solid and can be reconstituted to make a solution. Biliverdin (hydrochloride) can be dissolved in organic solvents such as DMSO and dimethyl formamide (DMF) that should be purged with an inert gas, with a solubility of approximately 20 mg/ml. However, it is sparingly soluble in aqueous buffers.

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