Abstract:
:The conjugation reactions of hydration and dehydrogenation catalyzed by the dehydratase and dehydrogenase activities of D-3-hydroxyacyl-CoA dehydratase/D-3-hydroxyacyl-CoA dehydrogenase bifunctional protein (DBP) and enoyl-CoA hydratase/3-hydroxyacyl-CoA dehydrogenase bifunctional protein (LBP) in the side chain degradation step of bile acid biosynthesis were investigated using chemically synthesized C27-bile acid CoA esters as substrates. The hydration catalyzed by DBP showed high diastereoselectivity for (24E)-3alpha,7alpha,12alpha-trihydroxy- and (24E)-3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oyl CoA to give (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy- and (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl CoAs, respectively, and the dehydrogenation catalyzed by DBP also showed high stereospecificity for the above (24R,25R)-isomers to give 3alpha,7alpha,12alpha-trihydroxy- and 3alpha,7alpha-dihydroxy-24-oxo-5beta-cholestan-26-oyl CoAs, respectively. On the other hand, the dehydratase activity of LBP displayed a different diastereoselectivity producing the (24S,25S)-isomer, and dehydrogenase activity of LBP was stereospecific for the (24S,25R)-isomer to give the above 24-oxo-derivative. The hydration and dehydrogenation reactions catalyzed by DBP were effectively conjugated to convert (24E)-5beta-cholestenoyl CoA to 24-oxo-5beta-cholestanoyl CoA. However, the reactions catalyzed by LBP were not conjugated. These results indicate that DBP plays an important role in the biosynthesis of bile acid.
journal_name
Steroidsjournal_title
Steroidsauthors
Kurosawa T,Sato M,Nakano H,Fujiwara M,Murai T,Yoshimura T,Hashimoto Tdoi
10.1016/s0039-128x(00)00217-8subject
Has Abstractpub_date
2001-02-01 00:00:00pages
107-14issue
2eissn
0039-128Xissn
1878-5867pii
S0039-128X(00)00217-8journal_volume
66pub_type
杂志文章相关文献
STEROIDS文献大全abstract::Steroid hormone analysis is widely used in health- and stress-related research to get insights into various diseases and the adaption to stress. Hair analysis has been used as a tool for the long-term monitoring of these steroid hormones. In this study, a liquid chromatography-tandem mass spectrometry (LC-MS/MS) metho...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2019.108547
更新日期:2020-02-01 00:00:00
abstract::This study examines the distribution of 5 alpha-reductase and 3 alpha(beta)-hydroxysteroid dehydrogenase activities throughout the intact hyperplastic prostate gland and relate these measurements to the fibromuscular/epithelial composition and to the gross glandular morphology. The relative capacities of the stroma an...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(83)90015-6
更新日期:1983-01-01 00:00:00
abstract::Studies were carried out on the effect of oxygen tension on progesterone (P) accumulation in rat granulosa cell cultures. At 1-2% oxygen, basal, luteinizing hormone (LH)-stimulated, and follicle stimulating hormone (FSH)-stimulated P accumulations were 20, 18, and 11%, respectively, of P levels at 20% oxygen. Basal P ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(89)90047-0
更新日期:1989-11-01 00:00:00
abstract::The giant freshwater prawn, Macrobrachium rosenbergii, is important to many Asian countries due to its high economic value as an aquaculture product. With demand increasing, there is requirement for a better understanding of the biosynthetic components that regulate its growth and reproduction, including steroids, in ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2016.01.006
更新日期:2016-03-01 00:00:00
abstract::Five new C21 steroidal glycosides, namely, komarosides D (1), E (2), F (3), G (4), and H (5), along with two known C21 steroidal glycosides cynatratoside E (6) and hancoside A (7), were isolated from the ethanol extract of the roots of Cynanchum komarovii Al. Iljinski (Asclepiadaceae). Their structures were determined...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2004.03.001
更新日期:2004-05-01 00:00:00
abstract::Synthetic vitamin D3 sulfate was prepared by reacting cholecalciferol with sulfamic acid in pyridine. Vitamin D3 sulfate ammonium salt was purified by crystallisation and transformed in sulfate sodium salt. Homogeneity was controlled by reverse phase high pressure liquid chromatography (HPLC). Purified synthetic vitam...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(82)90063-0
更新日期:1982-04-01 00:00:00
abstract::When day 6 rabbit blastocysts were cultured (3 embryos/mL) in medium 199 containing 3.68 microM estradiol-17 beta (E2), 40% of E2 was metabolized in 24 h, at a rate of 18 pmol/embryo(b)/h, yielding 4 major metabolite fractions. Two of them were identified to be estrogen glucosides: 17 beta-hydroxyestra-1,3,5(10)-trien...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(89)90053-6
更新日期:1989-10-01 00:00:00
abstract::A cytochrome P450-deficient mutant of the pathogenic fungus, Candida albicans, which accumulates exclusively 14 alpha-methylsterols in place of the normal end product sterol, ergosterol, was examined for alterations in membrane fluidity by electron paramagnetic resonance. The results using four nitroxyl spin labels in...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(89)90032-9
更新日期:1989-03-01 00:00:00
abstract::Steroidal nucleoside analogs were synthesized starting from testosterone. By reduction of the oxime of 17 beta-hydroxy-androst-4-en-3-one (testosterone), a mixture of the two amino epimers of C-3 were obtained. The 3 alpha-amino-androst-4-en-17 beta-ol was crystallized in 73% yield and coupled with 5-amino-4,6-dichlor...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(01)00157-x
更新日期:2002-03-01 00:00:00
abstract::The influence of daily injections, for 7 days, of 17-hydroxyprogesterone caproate (8 mg/100 g body weight pro die), of estradiol-17 beta 17-undecylate (1.2 mg/100 g body weight pro die) of testosterone enanthate (2 mg/100 g body weight pro die) and of ACTH (4 IU/100 g body weight pro die) to male Wistar rats, weighing...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(81)90016-7
更新日期:1981-07-01 00:00:00
abstract::The concentration of estrogens in the body fluids of women is highly variable, due to the menstrual cycle, circadian oscillations, and other physiological and pathological causes. To date, only the cyclic fluctuations of the principal estrogens (estradiol and estrone) have been studied, with limited outcome of general...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2019.108432
更新日期:2019-10-01 00:00:00
abstract::Ventral prostate was used as a system to study the nature and properties of microsomal androgen receptor. The endoplasmic reticulum from rat ventral prostate contains high-affinity, low-capacity binding sites for androgen that are intrinsic to this intracellular compartment. Microsomal androgen receptors are not due t...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(91)90126-g
更新日期:1991-02-01 00:00:00
abstract::Estradiol-17 beta labeled with deuterium in the positions 2 or 4 can be prepared from 2-chloromercurio-1,3,5(10)-estratriene-3,17 beta-diol 3-methyl ether 17-acetate or 4-chloromercurio-1,3,5(10)-estratriene-3,17 beta-diol, respectively, in refluxing CH3COO(2)H/(2)H2O. The same reaction performed on 4-acetoxymercurio-...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(83)90052-1
更新日期:1983-06-01 00:00:00
abstract::Brassinosteroids (BRs) control several important agronomic traits, such as strengthening resistance to diverse adversity, improving the quality, and increasing crop yield. Their chemical structures and varieties, specific methods for the evaluation of bioactivities, structure-activity relationships, potential novel co...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2017.05.005
更新日期:2017-08-01 00:00:00
abstract::The effects of progesterone, its agonists (progestin RU-5020, glucocorticoid RU-26988) and antagonist (antiprogesterone, anti-glucocorticoid RU-486) were tested on isolated fat cells in vitro. When added to the incubation medium, all four steroids decreased basal glucose oxidation. The inhibitory effect of the steroid...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(88)90125-0
更新日期:1988-11-01 00:00:00
abstract:BACKGROUND:Urinary steroid profiling by GC or GC-MS are established clinical tools to complement other biochemical tests in the diagnosis and investigation of a wide range of adrenocortical disorders, but normative data on adults using the more specific GC-MS are lacking. Our objective was to set up the reference inter...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2008.03.004
更新日期:2008-09-01 00:00:00
abstract:OBJECTIVE:Although systemic, topical, and periocular corticosteroid administration have long been associated with ocular side effects, there has been little evidence to suggest that long-term inhaled corticosteroids can cause ocular side effects. The aim of this study was to evaluate the effects of long term treatment ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2011.02.003
更新日期:2011-05-01 00:00:00
abstract::In comparison with the glucocorticoids cortisol and corticosterone, the mineralocorticoid aldosterone is a minority hormone of the mammalian adrenal cortex, and its proper function is dependent upon protective physiological mechanisms. These include a particular site of aldosterone synthesis in zona glomerulosa cells ...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(94)00021-4
更新日期:1995-01-01 00:00:00
abstract::The luteinizing hormone (LH) surge initiates a cascade of proteolytic events that control ovulation. One of the genes induced by LH is the progesterone receptor (PR). Because mice with a mutant PR gene (PRKO) fail to ovulate and are infertile, we have used them as a model in which to determine PR target genes that mig...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(00)00114-8
更新日期:2000-10-01 00:00:00
abstract::Although aldosterone production declines with age, so does the aldosterone metabolic clearance rate (MCR), and the net effect of age on the circulating level of aldosterone may be less than can be predicted from production rates alone. The effect of age on aldosterone production and plasma levels was studied in a grou...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(88)90191-2
更新日期:1988-01-01 00:00:00
abstract::Androstane brassinosteroid analogues with alpha-azido acid ester groups in position 17beta were synthesized from 2alpha,3alpha,17beta-trihydroxy-5alpha-androstan-6-one after the protection of the 2alpha,3alpha-diols upon treatment with the corresponding alpha-azido acid and the subsequent deprotection of the diol grou...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.06.012
更新日期:2010-12-01 00:00:00
abstract::Preimplantation rabbit embryos were incubated with pregnenolone and dehydroisoandrosterone under conditions which gave formazan precipitation by the histochemical technique. The metabolic fate of the labeled steroids was assessed simultaneously. There was no concomitant transformation of pregnenolone to progesterone a...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(81)80012-8
更新日期:1981-02-01 00:00:00
abstract::This study represents a continuing effort to find a new biomarker for the diagnosis and management of prostatic cancer. Polyclonal antibodies were prepared to a peptide (CAKP) representing amino acids 28 to 43 of the 5 alpha-reductase type 2 isozyme. Using immunoaffinity-purified antibodies, the sera of 62 patients we...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(96)00184-5
更新日期:1996-11-01 00:00:00
abstract::Trilostane is a competitive inhibitor of 3beta-hydroxysteroid dehydrogenase. In vitro, the drug inhibits conversion of pregnenolone to progesterone but does not alter conversion of cholesterol to pregnenolone nor progesterone to corticoid hormones. When given orally to rats, trilostane inhibits corticosterone and aldo...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(78)90010-7
更新日期:1978-09-01 00:00:00
abstract::Estradiol benzoate (EB) has been one of the most widely used estrogenic agents in animal husbandry, as a way of exogenously introducing the natural hormone estradiol-17β into the animal organism. Estradiol was previously employed to induce anabolic effects or reproductive improvements in cattle. However, the employmen...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.12.005
更新日期:2011-03-01 00:00:00
abstract::The 1,3-dipolar cycloaddition of azomethine ylide derived in situ from the reaction of acenaphthylene-1,2-dione and 1,3-thiazolane-4-carboxylic acid to various exocyclic dipolarophiles synthesized from trans-androsterone and trans-dehydroandrosterone afforded a library of novel spiro[5'.2″]acenaphthylene-1″-one-spiro[...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2012.12.017
更新日期:2013-04-01 00:00:00
abstract::13beta-Ethyl-3-methoxy-17beta-ol-8,14-seco-1,3,5(10),8-gonatetraen-14-one (IIIa) was isolated and its participation in the well-known acidic cyclization process was established. ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(75)90015-x
更新日期:1975-05-01 00:00:00
abstract::Novel androstanopyrazoles have been efficiently synthesized from steroidal β-ketoaldehydes with different arylhydrazine hydrochlorides both under acidic and basic conditions. Knorr-type transformations of 16-hydroxymethylene-dehydroepiandrosterone containing its 1,3-dicarbonyl moiety on ring D, proved to be regioselec...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2017.08.003
更新日期:2017-10-01 00:00:00
abstract::We recently characterized the awakening responses and daily profiles of the catabolic stress hormone cortisol in elite military men. Anabolic hormones follow a similar daily pattern and may counteract the catabolic effects of cortisol. This companion report is the first to characterize daily profiles of anabolic hormo...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2016.04.001
更新日期:2016-06-01 00:00:00
abstract::Phytochemical characterization of a commercial herb sample supplied as Smilax ornata Lem. (sarsaparilla) led to the isolation of five steroidal saponins, including two new furostanol saponins sarsaparilloside B (1) and sarsaparilloside C (2), whose structures were elucidated via a combination of multistage mass spectr...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2012.01.009
更新日期:2012-04-01 00:00:00