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Chemical synthesis of all-trans-[11-3H]retinoyl beta-glucuronide and its metabolism in rats in vivo.全反式-[11-³H]视黄酰β-葡萄糖醛酸苷的化学合成及其在大鼠体内的代谢
Biochem J. 1989 Oct 15;263(2):403-9. doi: 10.1042/bj2630403.
2
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Metabolism in vivo of all-trans-[11-3H]retinoic acid after an oral dose in rats. Characterization of retinoyl beta-glucuronide in the blood and other tissues.大鼠口服剂量全反式-[11-³H]视黄酸后的体内代谢。血液及其他组织中视黄酰β-葡萄糖醛酸苷的特性。
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4
Metabolism in vivo of all-trans-[11-3H]retinoic acid after an oral dose in rats. Characterization of retinoyl beta-glucuronide in the blood and other tissues.大鼠口服剂量全反式-[11-³H]视黄酸后的体内代谢。血液及其他组织中视黄酰β-葡萄糖醛酸苷的特性。
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本文引用的文献

1
A new vaginal smear assay for vitamin A in rats.一种用于检测大鼠维生素A的新型阴道涂片检测法。
J Nutr. 1982 Aug;112(8):1481-9. doi: 10.1093/jn/112.8.1481.
2
Metabolites of all-trans-retinoic acid in bile: identification of all-trans- and 13-cis-retinoyl glucuronides.胆汁中全反式维甲酸的代谢产物:全反式和13-顺式视黄酰葡萄糖醛酸苷的鉴定。
J Biol Chem. 1982 Apr 10;257(7):3537-43.
3
Preparation, characterization, biological activity and metabolism of all-trans retinoyl fluoride.全反式视黄酰氟的制备、表征、生物活性及代谢
Biochim Biophys Acta. 1983 Jun 9;757(3):288-95. doi: 10.1016/0304-4165(83)90053-3.
4
Natural occurrence and biological activity of vitamin A derivatives in rat bile.大鼠胆汁中维生素A衍生物的自然存在及生物活性
J Nutr. 1967 Dec;93(4):461-9. doi: 10.1093/jn/93.4.461.
5
The identification of metabolites of retinal and retinoic acid in rat bile.大鼠胆汁中视黄醛和视黄酸代谢产物的鉴定。
Biochim Biophys Acta. 1966 Jul 27;124(1):71-85. doi: 10.1016/0304-4165(66)90314-x.
6
Retinoyl beta-glucuronide: an endogenous compound of human blood.视黄酰β-葡萄糖醛酸苷:一种人体血液中的内源性化合物。
Am J Clin Nutr. 1986 Apr;43(4):481-5. doi: 10.1093/ajcn/43.4.481.
7
Chemical synthesis of all-trans retinoyl beta-glucuronide.全反式视黄酰β-葡萄糖醛酸苷的化学合成。
J Lipid Res. 1985 Oct;26(10):1277-82.
8
Activation of retinoic acid by coenzyme A for the formation of ethyl retinoate.辅酶A激活视黄酸以形成视黄酸乙酯。
Proc Natl Acad Sci U S A. 1985 Oct;82(19):6419-22. doi: 10.1073/pnas.82.19.6419.
9
Chemical synthesis and growth-promoting activity of all-trans-retinyl beta-D-glucuronide.全反式视黄醇β-D-葡萄糖醛酸苷的化学合成及促生长活性
Biochem J. 1987 May 15;244(1):231-4. doi: 10.1042/bj2440231.
10
Induction of differentiation of human promyelocytic leukemia cell line HL-60 by retinoyl glucuronide, a biologically active metabolite of vitamin A.视黄醇葡萄糖醛酸酯(维生素A的一种生物活性代谢产物)诱导人早幼粒细胞白血病细胞系HL-60分化
Proc Natl Acad Sci U S A. 1987 Apr;84(8):2208-12. doi: 10.1073/pnas.84.8.2208.

全反式-[11-³H]视黄酰β-葡萄糖醛酸苷的化学合成及其在大鼠体内的代谢

Chemical synthesis of all-trans-[11-3H]retinoyl beta-glucuronide and its metabolism in rats in vivo.

作者信息

Barua A B, Olson J A

机构信息

Department of Biochemistry and Biophysics, Iowa State University, Ames 50011.

出版信息

Biochem J. 1989 Oct 15;263(2):403-9. doi: 10.1042/bj2630403.

DOI:10.1042/bj2630403
PMID:2597112
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1133443/
Abstract

All-trans-[11-3H]retinoyl beta-glucuronide (RAG) was synthesized in a single step from all-trans-[11-3H]retinoyl fluoride, with a 24% yield. After its intraperitoneal injection into rats, RAG was detected in the blood, liver, intestine and kidney during the following 24 h period. Although the concentration of radiolabelled metabolites decreased with time, RAG predominated at nearly all times in nearly all tissues. Small amounts of retinoic acid (RA) were also universally present, together with unidentified polar metabolites and small amounts of non-polar esters of RA. The major excretion products of RAG in faeces and urine were RA and polar metabolites. Thus RAG, although converted in part to RA in vivo, persists as a major component in blood and tissues for at least 24 h. These observations support the concept that the retinoid beta-glucuronides might serve a physiologically significant role in the function of vitamin A.

摘要

全反式-[11-³H]视黄酰β-葡萄糖醛酸苷(RAG)由全反式-[11-³H]视黄酰氟一步合成,产率为24%。将其腹腔注射到大鼠体内后,在随后的24小时内,在血液、肝脏、肠道和肾脏中检测到了RAG。尽管放射性标记代谢物的浓度随时间下降,但在几乎所有组织中,几乎在所有时间RAG都占主导地位。少量的视黄酸(RA)也普遍存在,还有未鉴定的极性代谢物和少量RA的非极性酯。RAG在粪便和尿液中的主要排泄产物是RA和极性代谢物。因此,RAG尽管在体内部分转化为RA,但在血液和组织中至少24小时内一直是主要成分。这些观察结果支持了类视黄醇β-葡萄糖醛酸苷可能在维生素A功能中发挥生理重要作用这一概念。