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Merck
모든 사진(1)

주요 문서

B4126

Sigma-Aldrich

Bilirubin

≥98% (EmM/453 = 60), powder

동의어(들):

Bile pigment, Hemetoidin

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About This Item

실험식(Hill 표기법):
C33H36N4O6
CAS Number:
Molecular Weight:
584.66
Beilstein:
74376
EC Number:
MDL number:
UNSPSC 코드:
12352202
PubChem Substance ID:
NACRES:
NA.77

설명

mixed isomers

Quality Level

분석

≥98% (EmM/453 = 60)

양식

powder

solubility

aqueous acid: soluble
aqueous base: soluble
benzene: soluble
chloroform: soluble

저장 온도

−20°C

SMILES string

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-

InChI key

BPYKTIZUTYGOLE-IFADSCNNSA-N

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일반 설명

Bilirubin, an end product of heme catabolism, forms from the breakdown of erythrocyte hemoglobin in the reticuloendothelial system. Heme oxygenase converts the heme of hemoglobin to biliverdin, and subsequently an NADPH-dependent biliverdin reductase converts biliverdin to bilirubin.

Bilirubin is commonly found bound to serum albumin, when circulating in blood, in its dianion form. Bilirubin is also associated with bile salts, in its monoanion form.

Disorders of hyperbilirubinemia may occur due to increased bilirubin synthesis or decreased bilirubin clearance.

애플리케이션

Bilirubin has been used:
  • in phantom preparation
  • in in vitro experiments
  • in the preparation of bilirubin solutions for infusion

생화학적/생리학적 작용

Bilirubin has been studied for its properties as an endogenous antioxidant, such as for its capabilities to scavenge reactive oxygen species (ROS) and to inhibit NADPH-oxidase activity. It appears to function as an efficient peroxyl radical scavenger, protecting membrane lipids from oxidation by these radicals. At nanomolar concentrations it has been shown to protect neurons from oxidative damage.
Well over 99% of total bilirubin is transported as a conjugate with albumin. Abnormally high levels of bilirubin can cause severe neurological damage, but mildly elevated levels are linked to protection from oxidative stress.

기타 정보

A major component of hemoglobin decomposition. The principal pigment of bile, and the yellow color in jaundice.

주의사항

Protect from light.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Brain bilirubin content is increased in P-glycoprotein-deficient transgenic null mutant mice
Watchko J F, et al.
Pediatric Research, 44(5), 763-763 (1998)
Sem J Aronson et al.
Molecular therapy. Methods & clinical development, 18, 250-258 (2020-07-09)
Potency assessment of clinical-grade vector lots is crucial to support adeno-associated virus (AAV) vector release and is required for future marketing authorization. We have developed and validated a cell-based, quantitative potency assay that detects both transgenic expression and activity of
Inherited disorders of bilirubin clearance
Memon N, et al.
Pediatric Research, 79(3), 378-378 (2016)
Bhargavi Kamineni et al.
Journal of tropical pediatrics, 66(6), 630-636 (2020-05-21)
Early diagnosis and appropriate management of neonatal jaundice is crucial in avoiding severe hyperbilirubinemia and brain injury. A low-cost, minimally invasive, point-of-care (PoC) tool for total bilirubin (TB) estimation which can be useful across all ranges of bilirubin values and
Photoacoustic microscopy of bilirubin in tissue phantoms
Zhou y, et al.
Journal of Biomedical Optics, 17(12), 126019-126019 (2012)

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