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Documentos Principais

14370

Sigma-Aldrich

Bilirrubina

purum, ≥95.0% (UV)

Sinônimo(s):

Bile pigment, Hemetoidin

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About This Item

Fórmula empírica (Notação de Hill):
C33H36N4O6
Número CAS:
Peso molecular:
584.66
Beilstein:
74376
Número CE:
Número MDL:
Código UNSPSC:
12352202
ID de substância PubChem:
NACRES:
NA.25
Preço e disponibilidade não estão disponíveis no momento.

grau

purum

Nível de qualidade

Ensaio

≥95.0% (UV)

Formulário

powder

resíduo de ignição

≤0.5%

cadeia de caracteres SMILES

CC1=C(C=C)\C(NC1=O)=C\c2[nH]c(Cc3[nH]c(\C=C4/NC(=O)C(C=C)=C4C)c(C)c3CCC(O)=O)c(CCC(O)=O)c2C

InChI

1S/C33H36N4O6/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/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-

chave InChI

BPYKTIZUTYGOLE-IFADSCNNSA-N

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Descrição geral

Bilirubin, a heme catabolism end-product is produced by the reduction of its metabolic precursor biliverdin by the action of enzyme biliverdin reductase.[1]

Aplicação

Bilirubin has been used as an interfering substance for in vitro interference and stability tests for myoglobin, creatine kinase-MB (CK-MB), and troponin-I[2]. It has also been used as an interfering agent to test the effectiveness of the Heparin Red kit in the detection of various heparins.[3]

Ações bioquímicas/fisiológicas

Muito mais de 99% da bilirrubina total são transportados conjugados com albumina. Níveis anormalmente alto de bilirrubina podem causar graves danos neurológicos, mas níveis ligeiramente elevados estão associados à proteção contra o estresse oxidativo.
Bilirubin is an active oxidative DNA cleaving agent as well as an effective antioxidant agent, a hydroxyl radical quencher.[1] This bile pigment has both antioxidant and toxic properties.[1] It is a natural inhibitor of vascular smooth muscle cell proliferation (VSMCs).[4] It displays anti-inflammatory and anti-proliferative properties when used as a therapeutic agent in lung/vascular diseases.[5][6] Serum bilirubin concentration slightly above the normal levels have shown a lesser incidence of heart disease.[7] It is a potential therapeutic agent in heart transplantation and T-cell mediated immune disorders.[7]

Nota de análise

λmax. ∼453 nm, mol. absorption >56100 (chloroform)

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Yen-Wen Wu et al.
Acta Cardiologica Sinica, 36(6), 649-659 (2020-11-26)
The rapid diagnosis of acute myocardial infarction (AMI) is a clinical and operational priority in emergency departments. Serial serum levels of cardiac biomarkers play a crucial role in the evaluation of patients presenting with acute chest pain, so that an
Stefan W Ryter et al.
American journal of respiratory cell and molecular biology, 36(2), 175-182 (2006-09-19)
Heme oxygenase (HO)-1, an inducible, low-molecular-weight stress protein, confers cellular and tissue protection in multiple models of injury and disease, including oxidative or inflammatory lung injury, ischemia/reperfusion (I/R) injuries, and vascular injury/disease. The tissue protection provided by HO-1 potentially relates
Robert Ollinger et al.
Cell cycle (Georgetown, Tex.), 6(1), 39-43 (2007-01-25)
We have recently shown that the natural bile pigment bilirubin has antiproliferative effects on vascular smooth muscle cells (VSMCs). Bilirubin is the end product of heme catabolism mediated by heme oxygenases and has for decades been considered a toxic waste
U Warttinger et al.
Analytical and bioanalytical chemistry, 408(28), 8241-8251 (2016-10-22)
Heparins are widely used anticoagulant drugs. The current monitoring practice for heparin in plasma, such as the chromogenic anti-factor Xa assay, relies on heparin-triggered activation of antithrombin, an inhibitor of coagulation proteases. Such assays are not applicable to the detection
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Circulation, 112(7), 1030-1039 (2005-08-10)
Bilirubin, a natural product of heme catabolism by heme oxygenases, was considered a toxic waste product until 1987, when its antioxidant potential was recognized. On the basis of observations that oxidative stress is a potent trigger in vascular proliferative responses

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