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Bilirubin di-glucuronide is a conjugated form of bilirubin formed in bilirubin metabolism.^[1] The hydrophilic character of bilirubin diglucuronide enables it to be water-soluble. It is pumped across the hepatic canalicular membrane into the bile by the transporter MRP2.^[2]

References

^ Chowdhury, J. R.; Chowdhury, N. R.; Wu, G.; Shouval, R.; Arias, I. M. (1981). "Bilirubin mono- and diglucuronide formation by human liver in vitro: Assay by high-pressure liquid chromatography". Hepatology (Baltimore, Md.). 1 (6): 622–7. doi:10.1002/hep.1840010610. PMID 6796486.
^ Lengyel, G.; et al. (2007-08-29). "Modulation of sinusoidal and canalicular elimination of bilirubin-glucuronides by rifampicin and other cholestatic drugs in a sandwich culture of rat hepatocytes". Hepatology Research. Wiley. 38 (3): 300–309. doi:10.1111/j.1872-034X.2007.00255.x. PMID 17760873.

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1. ビリルビン代謝bilirubin metabolism [show details]
…stimulation of . Bilirubin diglucuronide is the predominant pigment in normal adult human bile, representing over 80 percent of the pigment. However, in subjects with reduced bilirubin-UGT activity, the …
2. 血清ビリルビン定量の臨床的側面clinical aspects of serum bilirubin determination [show details]
… . Monoglucuronides of bilirubin predominate over the diglucuronides in jaundiced patients with hepatobiliary disease. The ability to detect delta bilirubin has important clinical implications. This …
3. クリグラー・ナジャー症候群crigler najjar syndrome [show details]
…conjugate in Crigler-Najjar syndrome type II is bilirubin monoglucuronide as compared to normal subjects in whom 90 percent of the conjugate is bilirubin diglucuronide . The genetic lesions in Crigler-Najjar …
4. ビリルビン過剰産生によるジルベール症候群および高非抱合型ビリルビン血症gilbert syndrome and unconjugated hyperbilirubinemia due to bilirubin overproduction [show details]
…the production of bilirubin. In order to be excreted in bile, bilirubin needs to be made water soluble, which is achieved by conjugating it to glucuronic acid. In the setting of bilirubin overproduction, …
5. 高抱合型ビリルビン血症関連の遺伝性疾患inherited disorders associated with conjugated hyperbilirubinemia [show details]
…conjugated. Of the conjugated bilirubin, a major fraction is bilirubin diglucuronide. In addition, covalently albumin-bound fraction is found in plasma. Bilirubinuria is common. Oral cholecystography, using even …

English Journal

Membrane Transporters for Bilirubin and Its Conjugates: A Systematic Review.

Čvorović J, Passamonti S.
Frontiers in pharmacology. 2017 ;8()887.
Array Array
PMID 29259555

Decreased Glutathione S-transferase Level and Neonatal Hyperbilirubinemia Associated with Glucose-6-phosphate Dehydrogenase Deficiency: A Perspective Review.

, A A, S S, S S, .
American journal of perinatology. 2017 02;34(3)305-314.
Classically, genetically decreased bilirubin conjugation and/or hemolysis account for the mechanisms contributing to neonatal hyperbilirubinemia associated with glucose-6-phosphate dehydrogenase (G6PD) deficiency. However, these mechanisms are not involved in most cases of this hyperbilirubinemia. A
PMID 27464020

Sustained reduction of hyperbilirubinemia in Gunn rats after adeno-associated virus-mediated gene transfer of bilirubin UDP-glucuronosyltransferase isozyme 1A1 to skeletal muscle.

Pastore N, Nusco E, Vaníkova J, Sepe RM, Vetrini F, McDonagh A, Auricchio A, Vitek L, Brunetti-Pierri N.
Human gene therapy. 2012 Oct;23(10)1082-9.
Crigler-Najjar syndrome is an autosomal recessive disorder with severe unconjugated hyperbilirubinemia due to deficiency of bilirubin UDP-glucuronosyltransferase isozyme 1A1 (UGT1A1) encoded by the UGT1A1 gene. Current therapy relies on phototherapy to prevent life-threatening elevations of serum bi
PMID 22765254

Japanese Journal

Analysis of Bilirubin Fraction in the Bile for Early Diagnosis of Acute Rejection in Living Related Liver Transplantation.

Akamatsu Yorihiro,Ohkohchi Nobuhiro,Seya Kazuhiko,Satomi Susumu
The Tohoku Journal of Experimental Medicine 181(1), 145-154, 1997
… We analyzed biliary bilirubin fraction after living related liver transplantation by using high performance liquid chromatography (HPLC) and investigated availability for the early diagnosis of acute rejection retrospectively. … We measured the proportion of bilirubin diglucuronide (BDG), bilirubin monoglucuronide (BMG) and unconjugated bilirubin (UCB) of bile pigments in the bile by HPLC. …
NAID 130004458835

肝切除術後の高ビリルビン血症の病態 - 胆汁中ビリルビン亜分画分析とその意義 -

石山秀一,布施明,田中丈二,浦山雅弘,五十嵐幸夫,須藤幸一,平井一郎,塚本長
日本消化器外科学会雑誌 29(1), 26-31, 1996-01-01
… 術後2週後にも血清総ビリルビン値が2mg/dl以下にならなかった5例を黄疸群,その他8例を非黄疸群とした.胆汁は胆汁外瘻より経日的に採取した.術後3群とも第1日目にbilirubin diglucuronide(BDG)が減少し,それに対応してbilirubin monoglucuronide monoglucosideおよびmonoxyloside(BGG+BGX)が増加した.この変化の大きさは対照群<非黄疸群<黄疸群で,対照群,非黄疸群では5〜7日目にはほぼ術前値に復した …
NAID 110001320835

肝切除術後の高ビリルビン血症の病態　肝汁中ビリルビン亜分画分析とその意義:胆汁中ビリルビン亜分画分析とその意義

石山秀一,布施明,田中丈二,浦山雅弘,五十嵐幸夫,須藤幸一,平井一郎,塚本長
日本消化器外科学会雑誌 29(1), 26-31, 1996
… 術後3群とも第1日目にbilirubin diglucuronide (BDG) が減少し, それに対応してbilirubin monoglucuronide monoglucosideおよびmonoxyloside (BGG+BGX) が増加した. …
NAID 130004342855

「ビリルビンジグルクロニド」

Bilirubin diglucuronide
Identifiers
CAS Number	17459-92-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	4573640 ;
MeSH	bilirubin+diglucuronide
PubChem CID	5280817;
	InChI InChI=1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14+/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1 Key: SCJLWMXOOYZBTH-SDXZDYKGSA-N ; InChI=1/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14+/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1 Key: SCJLWMXOOYZBTH-SDXZDYKGBT;
	SMILES Cc1c(c([nH]c1/C=C/2\C(=C(C(=O)N2)C=C)C)Cc3c(c(c([nH]3)/C=C/4\C(=C(C(=O)N4)C)C=C)C)CCC(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)CCC(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O;
Properties
Chemical formula	C45H52N4O18
Molar mass	936.911 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

　　[★]

英: bilirubin diglucuronide
関: グルクロン酸、ビリルビン、UDP-glucuronosyltransferase

「BDG transferase」

　　[★]

同: bilirubin diglucuronide

[1] Chowdhury, J. R.; Chowdhury, N. R.; Wu, G.; Shouval, R.; Arias, I. M. (1981). "Bilirubin mono- and diglucuronide formation by human liver in vitro: Assay by high-pressure liquid chromatography". Hepatology (Baltimore, Md.). 1 (6): 622–7. doi:10.1002/hep.1840010610. PMID 6796486.

[2] Lengyel, G.; et al. (2007-08-29). "Modulation of sinusoidal and canalicular elimination of bilirubin-glucuronides by rifampicin and other cholestatic drugs in a sandwich culture of rat hepatocytes". Hepatology Research. Wiley. 38 (3): 300–309. doi:10.1111/j.1872-034X.2007.00255.x. PMID 17760873.

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案内

bilirubin diglucuronide