Biomaterial Database

Biosynthesis of steroid sulfates by the boar testes. 1976

F J Gasparini, and R B Hochberg, and S Lieberman

The steroidogenic enzymes present in boar testicular tissue have been shown to use steroid sulfates as substrates. Pregnenolone sulfate, doubly labeled with 3H in the nucleus and 35S, was incubated with the microsomal fraction of boar testicular tissue and a reduced triphosphopyridine nucleotide generating system and 17-hydroxypregnenolone sulfate as well as dehydroisoandrosterone sulfate were isolated. These products had the same 3H to 35S ratio as the substrate demonstrating that the conversions had taken place with the sulfate group intact. Thus testicular 17-hydroxylase and C-17,20-desmolase can convert delta5-3beta-yl sulfates into products which still contain the sulfate group at C-3. An unusual steroid sulfate, doubly labeled 5,16-androstadien-3beta-yl sulfate, was also isolated demonstrating that such an olefin can be biosynthetized via steroid sulfate pathways. In a second experiment small amounts of [3H]-21-hydroxypregnenolone sulfate were isolated from the incubation of [3H]pregnenolone sulfate with microsomes from boar testes. The isolation of the 21-hydroxylated steroid sulfate is taken as support for the hypothesis that delta16 steroids are biosynthesized from their C21 precursors by events that are initiated by oxygenation at C-21.

UI	MeSH Term	Description	Entries
D008297	Male		Males
D008861	Microsomes	Artifactual vesicles formed from the endoplasmic reticulum when cells are disrupted. They are isolated by differential centrifugation and are composed of three structural features: rough vesicles, smooth vesicles, and ribosomes. Numerous enzyme activities are associated with the microsomal fraction. (Glick, Glossary of Biochemistry and Molecular Biology, 1990; from Rieger et al., Glossary of Genetics: Classical and Molecular, 5th ed)	Microsome
D000728	Androgens	Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power.	Androgen,Androgen Receptor Agonist,Androgen Effect,Androgen Effects,Androgen Receptor Agonists,Androgenic Agents,Androgenic Compounds,Agents, Androgenic,Agonist, Androgen Receptor,Agonists, Androgen Receptor,Compounds, Androgenic,Effect, Androgen,Effects, Androgen,Receptor Agonist, Androgen,Receptor Agonists, Androgen
D000818	Animals	Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA.	Animal,Metazoa,Animalia
D013256	Steroids	A group of polycyclic compounds closely related biochemically to TERPENES. They include cholesterol, numerous hormones, precursors of certain vitamins, bile acids, alcohols (STEROLS), and certain natural drugs and poisons. Steroids have a common nucleus, a fused, reduced 17-carbon atom ring system, cyclopentanoperhydrophenanthrene. Most steroids also have two methyl groups and an aliphatic side-chain attached to the nucleus. (From Hawley's Condensed Chemical Dictionary, 11th ed)	Steroid,Catatoxic Steroids,Steroids, Catatoxic
D013464	Sulfuric Acids	Inorganic and organic derivatives of sulfuric acid (H2SO4). The salts and esters of sulfuric acid are known as SULFATES and SULFURIC ACID ESTERS respectively.	Acids, Sulfuric
D013552	Swine	Any of various animals that constitute the family Suidae and comprise stout-bodied, short-legged omnivorous mammals with thick skin, usually covered with coarse bristles, a rather long mobile snout, and small tail. Included are the genera Babyrousa, Phacochoerus (wart hogs), and Sus, the latter containing the domestic pig (see SUS SCROFA).	Phacochoerus,Pigs,Suidae,Warthogs,Wart Hogs,Hog, Wart,Hogs, Wart,Wart Hog
D013737	Testis	The male gonad containing two functional parts: the SEMINIFEROUS TUBULES for the production and transport of male germ cells (SPERMATOGENESIS) and the interstitial compartment containing LEYDIG CELLS that produce ANDROGENS.	Testicles,Testes,Testicle