{"product_id":"d-cycloserine-cas-68-41-7","title":"D-Cycloserine | CAS 68-41-7 | ≥98%","description":"\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\n\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eTechnical Specifications\u003c\/h3\u003e\n\u003c\/div\u003e\n\u003ctable style=\"width: 100%; border-collapse: collapse; font-size: 0.95em; border: 1px solid #e4e8f0; border-top: none; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif;\"\u003e\n\u003ctbody\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eCAS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e68-41-7\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eEC \/ EINECS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e200-688-4\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMDL Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eMFCD00005353\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eRTECS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eNY2975000\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eSMILES\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eC1[C@H](C(=O)NO1)N\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChI\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eInChI=1S\/C3H6N2O2\/c4-2-1-7-5-3(2)6\/h2H,1,4H2,(H,5,6)\/t2-\/m1\/s1\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChIKey\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eDYDCUQKUCUHJBH-UWTATZPHSA-N\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePubChem CID\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e6234\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Formula\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eC₃H₆N₂O₂\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Weight\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e102.09 g\/mol\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMelting Point\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e155–156 °C (dec.)\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eSolubility\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eSoluble in water. Mildly soluble in methanol, ethanol, butanol, isopropanol, propylene glycol, acetone, dioxane.\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePurity\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e≥98%\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePhysical Form\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eWhite to pale yellow crystalline powder\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eHS Code\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e2941.90\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eShelf Life\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eRetest period: 36 months from date of manufacture\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eStorage Conditions\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eKeep in a dark place under inert atmosphere; recommended storage in freezer at -20 °C\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003c\/tbody\u003e\n\u003c\/table\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\n\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eProduct Description \u0026amp; Scientific Applications\u003c\/h3\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"padding: 16px 20px; border: 1px solid #e4e8f0; border-top: none; font-family: Georgia, 'Times New Roman', serif; font-size: 0.95em; line-height: 1.65; color: #333;\"\u003e\n\u003cp\u003e\u003cstrong\u003eD-Cycloserine\u003c\/strong\u003e ((R)-4-amino-3-isoxazolidinone, D-(+)-cycloserine, oxamycin, orientomycin) is a cyclic structural analogue of D-alanine, produced by \u003cem\u003eStreptomyces orchidaceus\u003c\/em\u003e, \u003cem\u003eS. garyphalus\u003c\/em\u003e and \u003cem\u003eS. lavendulae\u003c\/em\u003e or prepared by stereospecific synthesis. It has two distinct research roles: as a selective antibacterial agent in culture media, and as a partial agonist at the glycine site of the NMDA receptor. It is bacteriostatic against both Gram-negative and Gram-positive bacteria.\u003c\/p\u003e\n\u003cp\u003eAs a D-alanine analogue it binds and inactivates two enzymes of peptidoglycan biosynthesis, alanine racemase (Alr) and D-Ala:D-Ala ligase. Inactivation of Alr was long assumed to be irreversible through adduct formation with the pyridoxal-5'-phosphate cofactor. The adduct in fact hydrolyses and rearranges to a stable substituted oxime, so the enzyme reactivates, which explains why racemase activity remains detectable after exposure.\u003c\/p\u003e\n\u003cp\u003eNeutral and acidic aqueous solutions are unstable; prepare fresh for each use. Activity is optimal between pH 6.4 and 7.4. Stock solutions run 10–100 mg\/mL in water or 96% ethanol, working concentrations 20–100 µg\/mL, stored at −20 °C for up to six months. Sodium carbonate buffered solutions at pH 10 hold activity approximately seven days at +4 °C.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eApplications and Reactions\u003c\/strong\u003e\u003c\/p\u003e\n\u003cul\u003e\n\u003cli\u003e\n\u003cstrong\u003eSelective media for \u003c\/strong\u003e\u003cstrong\u003e\u003cem\u003eClostridioides difficile\u003c\/em\u003e\u003c\/strong\u003e\u003cstrong\u003e:\u003c\/strong\u003e The defining component, with cefoxitin, of cycloserine–cefoxitin fructose agar (CCFA), described in 1979 and still a reference method for isolating \u003cem\u003eC. difficile\u003c\/em\u003e. Classical formulations use 500 µg\/mL; in environmental sampling, reducing this to 250 µg\/mL raised the positive culture rate from 4% to 17%, indicating 500 µg\/mL is too inhibitory for moderately sensitive strains.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003ePeptidoglycan biosynthesis studies:\u003c\/strong\u003e Reference inhibitor of alanine racemase and D-Ala:D-Ala ligase for work on D-alanine metabolism, cell-wall assembly, and the consequences of racemase inactivation. Which enzyme is the primary lethal target remains contested.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eAntimycobacterial research:\u003c\/strong\u003e A standard tool compound in \u003cem\u003eMycobacterium tuberculosis\u003c\/em\u003e work, and a component of regimens studied against multidrug- and extensively drug-resistant disease. Screening of over 1,500 drug-resistant strains identified three alanine racemase mutations under positive selection that likely confer resistance; mutations in alanine dehydrogenase and the permease \u003cem\u003ecycA\u003c\/em\u003e also contribute.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eNMDA receptor pharmacology:\u003c\/strong\u003e Partial agonist at the D-serine\/glycine binding site. At 20 µM in juvenile rat hippocampal slices it augments NMDAR-dependent long-term potentiation and long-term depression without affecting basal synaptic transmission, widening the bidirectional plasticity range.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eExtinction learning:\u003c\/strong\u003e Given before or shortly after cue exposure it facilitates extinction of conditioned fear and attenuates its return following stress. Effects are strongly dose-dependent: in rat cocaine self-administration, 30 mg\/kg accelerated extinction from nine days to four, where 15 mg\/kg produced no effect. Clinical augmentation data are modest: pooled results from 21 trials and 1047 participants showed improvement at post-treatment but not at follow-up.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eSerine hydroxymethyltransferase inhibition:\u003c\/strong\u003e Used to inhibit SHMT in one-carbon metabolism studies.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eBiosynthesis:\u003c\/strong\u003e The producer carries a 21-kb cluster of ten open reading frames, \u003cem\u003edcsA\u003c\/em\u003e to \u003cem\u003edcsJ\u003c\/em\u003e, in \u003cem\u003eStreptomyces lavendulae\u003c\/em\u003e ATCC 11924, with \u003cem\u003edcsI\u003c\/em\u003e and \u003cem\u003edcsJ\u003c\/em\u003e conferring self-resistance.\u003c\/li\u003e\n\u003c\/ul\u003e\n\u003cp\u003eSupplied for research use only. Not for diagnostic, therapeutic, or human or veterinary use.\u003c\/p\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\n\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eShipping Destinations\u003c\/h3\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"border: 1px solid #e4e8f0; border-top: none; padding: 12px 16px; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.95em;\"\u003e\n\u003cul style=\"margin: 0; padding: 0; list-style: none;\"\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEU \u0026amp; UK: Priority delivery, 2–5 business days\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEFTA Countries (DDP): 2–5 business days, duties and taxes prepaid.\u003c\/li\u003e\n\u003c\/ul\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e","brand":"NorrChemica™","offers":[{"title":"1.0 g","offer_id":54240631259473,"sku":"NOR-68417-1g","price":29.2,"currency_code":"EUR","in_stock":true},{"title":"5.0 g","offer_id":54240631292241,"sku":"NOR-68417-5g","price":47.2,"currency_code":"EUR","in_stock":true},{"title":"10 g","offer_id":54240631325009,"sku":"NOR-68417-10g","price":74.2,"currency_code":"EUR","in_stock":true},{"title":"25 g","offer_id":54240631357777,"sku":"NOR-68417-25g","price":119.8,"currency_code":"EUR","in_stock":true},{"title":"50 g","offer_id":54240631390545,"sku":"NOR-68417-50g","price":198.2,"currency_code":"EUR","in_stock":true},{"title":"100 g","offer_id":54240631423313,"sku":"NOR-68417-100g","price":349.2,"currency_code":"EUR","in_stock":true},{"title":"250 g","offer_id":54240631456081,"sku":"NOR-68417-250g","price":689.0,"currency_code":"EUR","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0954\/6357\/1793\/files\/NorrChemica_D-Cycloserine_v2.png?v=1783352591","url":"https:\/\/www.norrchemica.com\/products\/d-cycloserine-cas-68-41-7","provider":"NorrChemica","version":"1.0","type":"link"}