137-08-6 | ({3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoyl}oxy)calcio 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoate

Packsize	Purity	Availability	Price	Discounted Price
10g	95%	in stock	$8.00	$6.00
25g	95%	in stock	$13.00	$9.00
500g	95%	in stock	$76.00	$53.00

Description

• Catalog Number: AD72815
• Chemical Name: ({3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoyl}oxy)calcio 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoate
• CAS Number: 137-08-6
• Molecular Formula: C18H32CaN2O10
• Molecular Weight: 476.5321
• MDL Number: MFCD00149115
• SMILES: OCC([C@H](C(=O)NCCC(=O)[O-])O)(C)C.OCC([C@H](C(=O)NCCC(=O)[O-])O)(C)C.[Ca+2]

Computed Properties

• Complexity: 233
• Covalently-Bonded Unit Count: 3
• Defined Atom Stereocenter Count: 2
• Heavy Atom Count: 31
• Hydrogen Bond Acceptor Count: 10
• Hydrogen Bond Donor Count: 6
• Rotatable Bond Count: 10

Literature

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• Potential mutagenicity, embryotoxicity, and teratogenicity of calcium ketopantoyl aminobutyrate.

  Bulletin of experimental biology and medicine 20050101

• Determination of pantothenic acid in foods by optical biosensor immunoassay.

  Journal of AOAC International 20050101

• [Antihypoxant and antiamnesic effects of calcium ketopantoylaminobutyrate].

  Eksperimental'naia i klinicheskaia farmakologiia 20050101

• A complete augmented reality guidance system for liver punctures: first clinical evaluation.

  Medical image computing and computer-assisted intervention : MICCAI ... International Conference on Medical Image Computing and Computer-Assisted Intervention 20050101

• Mechanistic studies on phosphopantothenoylcysteine decarboxylase: trapping of an enethiolate intermediate with a mechanism-based inactivating agent.

  Biochemistry 20041214

• Acyl carrier protein is a cellular target for the antibacterial action of the pantothenamide class of pantothenate antimetabolites.

  The Journal of biological chemistry 20041203

• Biosynthesis of pantothenate.

  Natural product reports 20041201

• [Pantothenic acid].

  Nihon rinsho. Japanese journal of clinical medicine 20041201

• [Establishment of high-yield suspension cell line of Curcuma zedoaria (Berg.) Rosc and study on the volatile oil synthesis-controlling with precursors].

  Shi yan sheng wu xue bao 20041201

• Power and sample size determination when assessing the clinical relevance of trial results by 'responder analyses'.

  Statistics in medicine 20041115

• [Siccaprotect eye drop--results of treatment in clinical practice].

  Ceska a slovenska oftalmologie : casopis Ceske oftalmologicke spolecnosti a Slovenske oftalmologicke spolecnosti 20041101

• Identification and characterization of the main beta-alanine uptake system in Escherichia coli.

  Applied microbiology and biotechnology 20041001

• [Bilateral keratitis in lagophthalmos and lower lid ectropion].

  Der Ophthalmologe : Zeitschrift der Deutschen Ophthalmologischen Gesellschaft 20040901

• The structure of the pantothenate kinase.ADP.pantothenate ternary complex reveals the relationship between the binding sites for substrate, allosteric regulator, and antimetabolites.

  The Journal of biological chemistry 20040820

• Pantothenic acid and pantothenol increase biosynthesis of glutathione by boosting cell energetics.

  FEBS letters 20040702

• Coenzyme A biosynthesis: reconstruction of the pathway in archaea and an evolutionary scenario based on comparative genomics.

  Molecular biology and evolution 20040701

• [Dexpanthenol nasal spray in comparison to dexpanthenol nasal ointment. A prospective, randomised, open, cross-over study to compare nasal mucociliary clearance].

  HNO 20040701

• Active site residues in Mycobacterium tuberculosis pantothenate synthetase required in the formation and stabilization of the adenylate intermediate.

  Biochemistry 20040608

• Delaying the mitochondrial decay of aging.

  Annals of the New York Academy of Sciences 20040601

• Fluorimetric determination of pantothenic acid in foods by liquid chromatography with post-column derivatization.

  Journal of chromatography. A 20040430

• Determination of vitamin B5 in a range of fortified food products by reversed-phase liquid chromatography-mass spectrometry with electrospray ionisation.

  Journal of chromatography. A 20040402

• Cell division defects of Schizosaccharomyces pombe liz1- mutants are caused by defects in pantothenate uptake.

  Eukaryotic cell 20040401

• Mitochondrial decay, a major cause of aging, can be delayed.

  Journal of Alzheimer's disease : JAD 20040401

• Chemo- and regioselective peptide cyclization triggered by the N-terminal fatty acid chain length: the recombinant cyclase of the calcium-dependent antibiotic from Streptomyces coelicolor.

  Biochemistry 20040316

• [Riboflavin-radical formation by mechanochemical solid-state reaction using stainless steel vessel].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20040301

• Clear hydro-gel, compared to ointment, provides improved eye comfort after brief surgery.

  Canadian journal of anaesthesia = Journal canadien d'anesthesie 20040201

• Copper-mediated synthesis of N-acyl vinylogous carbamic acids and derivatives: synthesis of the antibiotic CJ-15,801.

  Organic letters 20040108

• One-pot chemoenzymatic preparation of coenzyme A analogues.

  Analytical biochemistry 20040101

• Organisation of the pantothenate (vitamin B5) biosynthesis pathway in higher plants.

  The Plant journal : for cell and molecular biology 20040101

• Prevention of tungiasis using a biological repellent: a small case series.

  Annals of tropical medicine and parasitology 20040101

• Systemic lupus erythematosus: a combined deficiency disease.

  Medical hypotheses 20040101

• [The influence of panthotenic acid mitochondrial oxidation and oxidative phosphorylation in liver of rats with alimentary obesity].

  Voprosy pitaniia 20040101

• [Toxicological characterization of calcium ketopantoylaminobutyrate].

  Eksperimental'naia i klinicheskaia farmakologiia 20040101

• Evaluation of protective and therapeutic effects of dexpanthenol on nasal decongestants and preservatives: results of cytotoxic studies in vitro.

  American journal of rhinology 20040101

• [Comparative investigation of calcium ketopantoylaminobutyrate and pantogam: tranquilizer activity].

  Eksperimental'naia i klinicheskaia farmakologiia 20040101

• Investigation of some topical formulations containing dexpanthenol.

  Acta poloniae pharmaceutica 20040101

• [Coenzyme A biosynthesis as universal mechanism of conjugation of exogenous and multiple pantothenic acid functions].

  Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20040101

• Long-term treatment of Barth syndrome with pantothenic acid: a retrospective study.

  Molecular genetics and metabolism 20031201

• Substrate specificity and kinetic isotope effect analysis of the Eschericia coli ketopantoate reductase.

  Biochemistry 20030930

• Metabolic network analysis during fed-batch cultivation of Corynebacterium glutamicum for pantothenic acid production: first quantitative data and analysis of by-product formation.

  Journal of biotechnology 20030904

• Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites.

  Structure (London, England : 1993) 20030801

• Efficacy of dexpanthenol in skin protection against irritation: a double-blind, placebo-controlled study.

  Contact dermatitis 20030801

• The crystal structure of the first enzyme in the pantothenate biosynthetic pathway, ketopantoate hydroxymethyltransferase, from M tuberculosis.

  Structure (London, England : 1993) 20030701

• Pantothenic acid quantification by a stable isotope dilution assay based on liquid chromatography-tandem mass spectrometry.

  The Analyst 20030701

• Competitive and interactions affecting a fermentative spirochete in anaerobic chemostats.

  Microbial ecology 20030701

• Structural insights into the evolution of the pantothenate-biosynthesis pathway.

  Biochemical Society transactions 20030601

• Magnetic resonance imaging and Hallervorden-Spatz syndrome.

  CNS spectrums 20030601

• Use of the mannitol pathway in fructose fermentation of Oenococcus oeni due to limiting redox regeneration capacity of the ethanol pathway.

  Archives of microbiology 20030401

• [Advance in therapy of acute rhinitis--comparison of efficacy and safety of xylometazoline in combination xylometazoline-dexpanthenol in patients with acute rhinitis].

  Laryngo- rhino- otologie 20030401

• Transport of biotin in human keratinocytes.

  The Journal of investigative dermatology 20030301

• [The protective effect of dexpanthenol in nasal sprays. First results of cytotoxic and ciliary-toxic studies in vitro].

  Laryngo- rhino- otologie 20030301

• [Febrile respiratory infection and erythema in a 25-year-old man].

  Deutsche medizinische Wochenschrift (1946) 20030207

• [Ogilvie's syndrome: a rare cause of the acute abdomen].

  Zeitschrift fur Gastroenterologie 20030201

• The optimization of HPLC-UV conditions for use with FTIR detection in the analysis of B vitamins.

  Journal of chromatographic science 20030201

• Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids.

  Biochemistry 20030114

• Specialization of function among aldehyde dehydrogenases: the ALD2 and ALD3 genes are required for beta-alanine biosynthesis in Saccharomyces cerevisiae.

  Genetics 20030101

• Fermentative activity and production of volatile compounds by Saccharomyces grown in synthetic grape juice media deficient in assimilable nitrogen and/or pantothenic acid.

  Journal of applied microbiology 20030101

• Committee on food nutrition. Water-soluble vitamins.

  Journal of AOAC International 20030101

• [Regulation of acetate metabolism in a strain of Acinetobacter sp., growing on ethanol].

  Prikladnaia biokhimiia i mikrobiologiia 20030101

• Protection by pantothenic acid against apoptosis and cell damage by oxygen free radicals--the role of glutathione.

  BioFactors (Oxford, England) 20030101

• [Development of nutrient medium for the cultivation of Lactobacillus plantarum 8R-A3 ].

  Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993) 20030101

• [Clinical evaluation of provitamin B5 drops and gel for postoperative treatment of corneal and conjuctival injuries].

  Klinika oczna 20030101

• [Gel with provitamin B5 applied during tests with the Goldmann triple-mirror].

  Klinika oczna 20030101

• The antibiotic activity of N-pentylpantothenamide results from its conversion to ethyldethia-coenzyme a, a coenzyme a antimetabolite.

  The Journal of biological chemistry 20021213

• Dexpanthenol enhances skin barrier repair and reduces inflammation after sodium lauryl sulphate-induced irritation.

  The Journal of dermatological treatment 20021201

• The alanine racemase gene alr is an alternative to antibiotic resistance genes in cloning systems for industrial Corynebacterium glutamicum strains.

  Journal of biotechnology 20021009

• A pantothenate auxotroph of Mycobacterium tuberculosis is highly attenuated and protects mice against tuberculosis.

  Nature medicine 20021001

• Intravenous nutrient therapy: the 'Myers' cocktail'.

  Alternative medicine review : a journal of clinical therapeutic 20021001

• Effect of thiamine hydrochloride, pyridoxine hydrochloride and calcium-d-pantothenate on the patulin content of apple juice concentrate.

  Die Nahrung 20020801

• Synthesis of a rabbit polyclonal antibody to the human sodium-dependent multivitamin transporter.

  International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20020701

• Enhancement of muscular performance by a coformulation of propionyl-L-carnitine, coenzyme Q10, nicotinamide, riboflavin and pantothenic acid in the rat.

  Physiology & behavior 20020601

• Topical corticosteroid therapy for acute radiation dermatitis: a prospective, randomized, double-blind study.

  The British journal of dermatology 20020601

• Intraindividual comparison of two different skin care conceptions in patients undergoing radiotherapy of the head-and-neck region. Creme or powder?

  Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al] 20020601

• Characterization of the 5' regulatory region of the human sodium-dependent multivitamin transporter, hSMVT.

  Biochimica et biophysica acta 20020319

• Topical estrogens combined with argon plasma coagulation in the management of epistaxis in hereditary hemorrhagic telangiectasia.

  The Annals of otology, rhinology, and laryngology 20020301

• Colorimetric and fluorimetric methods for determination of panthenol in cosmetic and pharmaceutical formulation.

  Journal of pharmaceutical and biomedical analysis 20020201

• Purification and characterization of a novel esterase promising for the production of useful compounds from Microbacterium sp. 7-1W.

  FEMS microbiology letters 20020110

• Collagenase treatment of sore nipples.

  International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20020101

• Streptomycin revisited: molecular action in the microbial cell.

  Medical hypotheses 20020101

• Topical use of dexpanthenol in skin disorders.

  American journal of clinical dermatology 20020101

• Dexpanthenol cream significantly improves mucocutaneous side effects associated with isotretinoin therapy.

  Pediatric dermatology 20020101

• Carbon flux analysis in a pantothenate overproducing Corynebacterium glutamicum strain.

  Molecular biology reports 20020101

• [Pantogar--modern treatment of hair loss, structural hair lesions, early alopecia, and dystrophy of nails].

  Akusherstvo i ginekologiia 20020101

• [Effect of pantogam on visual function and hemodynamic of eyes in patients with primary open-angle glaucoma].

  Vestnik oftalmologii 20020101

• [Closure of the wound defect by transferred flap of skin].

  Klinichna khirurhiia 20020101

• Pantothenic acid: an organ-specific pro-oxidant vitamin. Brain and liver neuroprostane levels in rats fed a pantothenic acid-deficient diet.

  Advances in experimental medicine and biology 20020101

• CJ-15,801, a novel antibiotic from a fungus, Seimatosporium sp.

  The Journal of antibiotics 20011201

• Hypolipidemic effect of pantothenic acid derivatives in mice with hypothalamic obesity induced by aurothioglucose.

  Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20011001

• In vitro regeneration of Hypericum patulum Thunb.--a medicinal plant.

  Indian journal of experimental biology 20010901

• Mechanistic studies on phosphopantothenoylcysteine decarboxylase.

  Journal of the American Chemical Society 20010704

• Arabidopsis thaliana flavoprotein AtHAL3a catalyzes the decarboxylation of 4'-Phosphopantothenoylcysteine to 4'-phosphopantetheine, a key step in coenzyme A biosynthesis.

  The Journal of biological chemistry 20010601

• Pantothenic acid protects jurkat cells against ultraviolet light-induced apoptosis.

  Free radical biology & medicine 20010601

• H+-coupled pantothenate transport in the intracellular malaria parasite.

  The Journal of biological chemistry 20010525

• Metabolic, idiosyncratic toxicity of drugs: overview of the hepatic toxicity induced by the anxiolytic, panadiplon.

  Chemico-biological interactions 20010516

• [Other drugs administered with TPN solution].

  Nihon rinsho. Japanese journal of clinical medicine 20010501

• Phosphopantothenoylcysteine synthetase from Escherichia coli. Identification and characterization of the last unidentified coenzyme A biosynthetic enzyme in bacteria.

  The Journal of biological chemistry 20010427

• Saccharomyces cerevisiae is capable of de Novo pantothenic acid biosynthesis involving a novel pathway of beta-alanine production from spermine.

  The Journal of biological chemistry 20010406

• Life-threatening eosinophilic pleuropericardial effusion related to vitamins B5 and H.

  The Annals of pharmacotherapy 20010401

• [Studies on calluses induced from various explants of Cistanche deserticola].

  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010401

• [Skin care in deep radiotherapy].

  Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20010201

• The biosynthesis of coenzyme A in bacteria.

  Vitamins and hormones 20010101

• Effect of urea and pantothenol on the permeation of progesterone through excised rat skin from polymer matrix systems.

  Drug development and industrial pharmacy 20010101

• Significance of pantothenate for glucose fermentation by Oenococcus oeni and for suppression of the erythritol and acetate production.

  Archives of microbiology 20010101

• Vitamin requirements of the cultured flesh fly cells, Sarcophaga peregrina (Diptera, Sarcophagidae).

  Archives of insect biochemistry and physiology 20010101

• [Evaluation of vitamin B6 and calcium pantothenate effectiveness on hair growth from clinical and trichographic aspects for treatment of diffuse alopecia in women].

  Wiadomosci lekarskie (Warsaw, Poland : 1960) 20010101

• [Psychophysiological effects of combined administration of pantogam and potassium orotate in patients with neurotic disorders].

  Eksperimental'naia i klinicheskaia farmakologiia 20010101

• [Water-soluble vitamin deficiency and muscle-associated syndromes].

  Ryoikibetsu shokogun shirizu 20010101

• Assembly of the Pseudomonas aeruginosa nonribosomal peptide siderophore pyochelin: In vitro reconstitution of aryl-4, 2-bisthiazoline synthetase activity from PchD, PchE, and PchF.

  Biochemistry 19991109

• Human placental Na+-dependent multivitamin transporter. Cloning, functional expression, gene structure, and chromosomal localization.

  The Journal of biological chemistry 19990521

• Cloning and functional expression of a cDNA encoding a mammalian sodium-dependent vitamin transporter mediating the uptake of pantothenate, biotin, and lipoate.

  The Journal of biological chemistry 19980327

• Pantothenic acid decreases valproic acid-induced neural tube defects in mice (I).

  Teratology 19950901

• Intracranial self-stimulation and locomotor traces as indicators for evaluating the homopantothenic acid.

  The Japanese journal of psychiatry and neurology 19931201

• Naftidrofuryl oxalate, nootropic effects on the scopolamine- and the basal forebrain lesion-induced amnesia in rats.

  Pharmacology, biochemistry, and behavior 19910801

• Beta-alanine synthesis in Escherichia coli.

  Journal of bacteriology 19800301

• Physiological genetics of melanotic tumors in Drosophila melanogaster. IV. Gene-environment interactions of tu-bw different third chromosome backgrounds.

  Genetics 19670801