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Asparagine (symbol Asn or N ) is an α- amino acid that is used in the biosynthesis of proteins . It contains an α-amino group (which is in the protonated −NH 3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO form under biological conditions), and a side chain carboxamide , classifying it as a polar (at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it. It is encoded by the codons AAU and AAC.

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30-461: FSH may refer to: Medicine [ edit ] Follicle-stimulating hormone , a hormone that affects the reproductive system Facioscapulohumeral muscular dystrophy , a disease that causes progressive impairment of muscles Companies [ edit ] Fisher Scientific , a defunct American scientific equipment supplier Flash Airlines , an Egyptian airline Four Seasons Hotels and Resorts ,

60-502: A transaminase enzyme converts to aspartate . The enzyme transfers the amino group from glutamate to oxaloacetate producing α-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP , glutamate, and pyrophosphate from aspartate, glutamine , and ATP . Asparagine synthetase uses ATP to activate aspartate, forming β-aspartyl-AMP. Glutamine donates an ammonium group, which reacts with β-aspartyl-AMP to form asparagine and free AMP. In reaction that

90-559: A "fill-by-mass" product. The mean values for women before ovulation are around (3.8-8.8) IU/L. After ovulation these levels drop to between (1.8-5.1) IU/L. At the mid of the menstrual cycle it reaches its highest value, between (4.5-22.5) IU/L. During menopause , the values goes up even more, between (16.74-113.59) IU/L. For men, the mean values are around (16.74-113.59) IU/L. FSH levels are normally low during childhood and, in females, high after menopause . The most common reason for high serum FSH concentration

120-464: A Canadian hospitality management company Fox Sports Houston , a regional Fox Sports Net television station Other [ edit ] Fukuoka SoftBank Hawks , Japanese professional baseball team FastTrack Scripting Host , a software product for Windows operating systems fish (Unix shell) , an "exotic" Unix operating system shell Topics referred to by the same term [REDACTED] This disambiguation page lists articles associated with

150-550: A more favorable environment for follicle growth and preventing premature luteinization. As a woman nears perimenopause, the number of small antral follicles recruited in each cycle diminishes and consequently insufficient Inhibin B is produced to fully lower FSH and the serum level of FSH begins to rise. Eventually, the FSH level becomes so high that downregulation of FSH receptors occurs and by postmenopause any remaining small secondary follicles no longer have FSH nor LH receptors. When

180-434: A positive effect on the hypothalamus and pituitary and rapid GnRH pulses occur and an LH surge results. The increase in serum estradiol levels causes a decrease in FSH production by inhibiting GnRH production in the hypothalamus. The decrease in serum FSH level causes the smaller follicles in the current cohort to undergo atresia as they lack sufficient sensitivity to FSH to survive. Occasionally two follicles reach

210-456: A substance from liquorice root with properties which he qualified as very similar to those of asparagine, and which Plisson identified in 1828 as asparagine itself. The determination of asparagine's structure required decades of research. The empirical formula for asparagine was first determined in 1833 by the French chemists Antoine François Boutron Charlard and Théophile-Jules Pelouze ; in

240-522: A very wide range of solid tumors. FSH binding is thought to upregulate neovascularization via at least two mechanisms – one in the VEGF pathway, and the other VEGF independent – related to the development of umbilical vasculature when physiological. This presents possible use of FSH and FSH-receptor antagonists as an anti-tumor angiogenesis therapy (cf. avastin for current anti-VEGF approaches). Asparagine The one-letter symbol N for asparagine

270-459: Is a gonadotropin , a glycoprotein polypeptide hormone . FSH is synthesized and secreted by the gonadotropic cells of the anterior pituitary gland and regulates the development, growth, pubertal maturation , and reproductive processes of the body. FSH and luteinizing hormone (LH) work together in the reproductive system . FSH is a 35.5 kDa glycoprotein heterodimer , consisting of two polypeptide units, alpha and beta. Its structure

300-665: Is in a female who is undergoing or has recently undergone menopause . High levels of FSH indicate that the normal restricting feedback from the gonad is absent, leading to an unrestricted pituitary FSH production. FSH may contribute to postmenopausal osteoporosis and cardiovascular disease. If high FSH levels occur during the reproductive years, it is abnormal. Conditions with high FSH levels include: Most of these conditions are associated with subfertility or infertility. Therefore, high FSH levels are an indication of subfertility or infertility. Diminished secretion of FSH can result in failure of gonadal function (hypogonadism). This condition

330-400: Is responsible for interaction with the follicle-stimulating hormone receptor . The sugar portion of the hormone is covalently bonded to asparagine , and is composed of N-acetylgalactosamine , mannose , N-acetylglucosamine , galactose , and sialic acid . In humans, the gene for the alpha subunit is located at cytogenetic location 6q14.3. It is expressed in two cell types, most notably

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360-423: Is similar to those of luteinizing hormone (LH), thyroid-stimulating hormone (TSH), and human chorionic gonadotropin (hCG). The alpha subunits of the glycoproteins LH, FSH, TSH, and hCG are identical and consist of 96 amino acids , while the beta subunits vary. Both subunits are required for biological activity. FSH has a beta subunit of 111 amino acids (FSH β), which confers its specific biologic action, and

390-421: Is the first day of menstrual flow). The cohort of small antral follicles is normally sufficient in number to produce enough Inhibin B to lower FSH serum levels. In addition, there is evidence that gonadotropin surge-attenuating factor produced by small follicles during the first half of the follicle phase also exerts a negative feedback on pulsatile luteinizing hormone (LH) secretion amplitude, thus allowing

420-480: Is the reverse of its biosynthesis, asparagine is hydrolyzed to aspartate by asparaginase . Aspartate then undergoes transamination to form glutamate and oxaloacetate from alpha-ketoglutarate. Oxaloacetate, which enters the citric acid cycle (Krebs cycle). Heating a mixture of asparagine and reducing sugars or other source of carbonyls produces acrylamide in food. These products occur in baked goods such as French fries, potato chips, and toasted bread. Acrylamide

450-457: Is typically manifested in males as failure in production of normal numbers of sperm. In females, cessation of reproductive cycles is commonly observed. Conditions with very low FSH secretions are: Isolated FSH deficiency due to mutations in the gene for β-subunit of FSH is rare with 13 cases reported in the literature up to 2019. FSH is used commonly in infertility therapy, mainly for ovarian hyperstimulation as part of IVF . In some cases, it

480-407: Is used in ovulation induction for reversal of anovulation as well. FSH is available mixed with LH activity in various menotropins including more purified forms of urinary gonadotropins such as Menopur , as well as without LH activity as recombinant FSH (Gonapure, Gonal F, Follistim, Follitropin alpha). Elevated FSH receptor levels have been detected in the endothelia of tumor vasculature in

510-463: The Sertoli cells of the testes by binding to FSH receptors on their basolateral membranes, and is critical for the initiation of spermatogenesis . Follicle-stimulating hormone is typically measured in the early follicular phase of the menstrual cycle, typically day three to five, counted from last menstruation. At this time, the levels of estradiol (E2) and progesterone are at the lowest point of

540-440: The menstrual cycle . FSH levels in this time is often called basal FSH levels, to distinguish from the increased levels when approaching ovulation. FSH is measured in international units (IU). For Human Urinary FSH, one IU is defined as the amount of FSH that has an activity corresponding to 0.11388 mg of pure Human Urinary FSH. For recombinant FSH, one IU corresponds to approximately 0.065 to 0.075  μg of

570-462: The ovary . In early (small) antral follicles, FSH is the major survival factor that rescues the small antral follicles (2–5 mm in diameter for humans) from apoptosis (programmed death of the somatic cells of the follicle and oocyte). In the luteal-follicle phase transition period the serum levels of progesterone and estrogen (primarily estradiol) decrease and no longer suppress the release of FSH, consequently FSH peaks at about day three (day one

600-421: The 10 mm stage at the same time by chance and as both are equally sensitive to FSH both survive and grow in the low FSH environment and thus two ovulations can occur in one cycle possibly leading to non-identical ( dizygotic ) twins. FSH stimulates primary spermatocytes to undergo the first division of meiosis , to form secondary spermatocytes. FSH enhances the production of androgen-binding protein by

630-509: The German chemist Hermann Kolbe showed that this surmise was wrong; instead, Kolbe concluded that asparagine was an amide of an amine of succinic acid . In 1886, the Italian chemist Arnaldo Piutti (1857–1928) discovered a mirror image or " enantiomer " of the natural form of asparagine, which shared many of asparagine's properties, but which also differed from it. Since the structure of asparagine

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660-496: The basophils of the anterior pituitary. The gene for the FSH beta subunit is located on chromosome 11p13, and is expressed in gonadotropes of the pituitary cells, controlled by GnRH , inhibited by inhibin , and enhanced by activin . FSH regulates the development, growth, pubertal maturation and reproductive processes of the human body. Control of FSH release from the pituitary gland is unknown. Low frequency gonadotropin-releasing hormone (GnRH) pulses increase FSH mRNA levels in

690-464: The exception of proline . Asparagine can be hydroxylated in the HIF1 hypoxia-inducible transcription factor . This modification inhibits HIF1-mediated gene activation. Asparagine is not essential for humans, which means that it can be synthesized from central metabolic pathway intermediates and is not required in the diet. Asparagine is found in: The precursor to asparagine is oxaloacetate , which

720-437: The follicle matures and reaches 8–10 mm in diameter it starts to secrete significant amounts of estradiol . Normally in humans only one follicle becomes dominant and survives to grow to 18–30 mm in size and ovulate, the remaining follicles in the cohort undergo atresia . The sharp increase in estradiol production by the dominant follicle (possibly along with a decrease in gonadotrophin surge-attenuating factor) cause

750-416: The hydrogen bond interactions that would otherwise be satisfied by the polypeptide backbone. Asparagine also provides key sites for N-linked glycosylation , modification of the protein chain with the addition of carbohydrate chains. Typically, a carbohydrate tree can solely be added to an asparagine residue if the latter is flanked on the C side by X- serine or X- threonine , where X is any amino acid with

780-456: The rat, but is not directly correlated with an increase in circulating FSH. GnRH has been shown to play an important role in the secretion of FSH, with hypothalamic-pituitary disconnection leading to a cessation of FSH. GnRH administration leads to a return of FSH secretion. FSH is subject to oestrogen feed-back from the gonads via the hypothalamic pituitary gonadal axis. FSH stimulates the growth and recruitment of immature ovarian follicles in

810-435: The same year, the German chemist Justus Liebig provided a more accurate formula. In 1846 the Italian chemist Raffaele Piria treated asparagine with nitrous acid , which removed the molecule's amine (–NH 2 ) groups and transformed asparagine into malic acid . This revealed the molecule's fundamental structure: a chain of four carbon atoms. Piria thought that asparagine was a diamide of malic acid; however, in 1862

840-492: The title FSH . If an internal link led you here, you may wish to change the link to point directly to the intended article. Retrieved from " https://en.wikipedia.org/w/index.php?title=FSH&oldid=1154281837 " Category : Disambiguation pages Hidden categories: Short description is different from Wikidata All article disambiguation pages All disambiguation pages Follicle-stimulating hormone Follicle-stimulating hormone ( FSH )

870-426: Was assigned arbitrarily, with the proposed mnemonic asparagi N e; Asparagine was first isolated in 1806 in a crystalline form by French chemists Louis Nicolas Vauquelin and Pierre Jean Robiquet (then a young assistant). It was isolated from asparagus juice, in which it is abundant, hence the chosen name. It was the first amino acid to be isolated. Three years later, in 1809, Pierre Jean Robiquet identified

900-491: Was still not fully known – the location of the amine group within the molecule was still not settled – Piutti synthesized asparagine and thus published its true structure in 1888. Since the asparagine side-chain can form hydrogen bond interactions with the peptide backbone, asparagine residues are often found near the beginning of alpha-helices as asx turns and asx motifs , and in similar turn motifs, or as amide rings , in beta sheets . Its role can be thought as "capping"

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