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| | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride Basic information |
| Product Name: | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride | | Synonyms: | 2-Hydroxymethyl-3,4-pyrrolidinediol hydrochloride;(2R,3R,4R)-3,4-Dihydroxy-2-(hydroxymethyl)pyrrolidine hydrochloride;3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, hydrochloride, (2R,3R,4R)-;1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride enzyme inhibitor;1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride;1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride | | CAS: | 100991-92-2 | | MF: | C5H11NO3.ClH | | MW: | 169.61 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride Chemical Properties |
| Melting point | 110-112 °C(Solv: ethyl ether (60-29-7); methanol (67-56-1)) | | storage temp. | 2-8°C | | solubility | DMSO: 10 mg/ml; PBS (pH 7.2): 1 mg/ml | | form | A crystalline solid | | Water Solubility | water: 19.60-20.40mg/mL, clear, colorless to faintly yellow | | InChI | 1S/C5H11NO3.ClH/c7-2-3-5(9)4(8)1-6-3;/h3-9H,1-2H2;1H/t3-,4-,5-;/m1./s1 | | InChIKey | PZGVJCJRMKIVLJ-DEVUXVJFSA-N | | SMILES | Cl.OC[C@H]1NC[C@@H](O)[C@@H]1O |
| WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride Usage And Synthesis |
| Description | 1,4-dideoxy-1,4-imino-D-Arabinitol (DAB) is an inhibitor of glycogen phosphorylase, a key enzyme in glycogenolysis. It inhibits glycogenolysis in isolated liver cells (IC50 = 1.0 μM) and in homogenates of cerebral cortex and cerebellum (IC50s = 463 and 383 nM, respectively). DAB is used to inhibit glycogenolysis, in liver and in brain, in various animal models. | | Uses | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride has been used as an α-glucosidase (GAA) inhibitor. | | General Description | 1,4-Dideoxy-1,4-imino-D-arabinitol is a naturally occurring pyrrolidine alkaloid. It is found in Arachniodes standishii and Angylocalyx boutiqueanus. | | Biochem/physiol Actions | Inhibitor of glycogen phosphorylase and α-glucosidases. | | References | [1] B. ANDERSEN N W. The effect of glucose on the potency of two distinct glycogen phosphorylase inhibitors.[J]. The Ukrainian Biochemical Journal, 2002, 13 1: 443-450. DOI: 10.1042/bj20020153
[2] B. ANDERSEN. Inhibition of glycogenolysis in primary rat hepatocytes by 1, 4-dideoxy-1,4-imino-D-arabinitol.[J]. The Ukrainian Biochemical Journal, 1999, 17 1: 545-550. DOI: 10.1042/bj3420545
[3] ANNE B. WALLS. Characterization of 1,4-dideoxy-1,4-imino-d-arabinitol (DAB) as an inhibitor of brain glycogen shunt activity[J]. Journal of Neurochemistry, 2008, 105 4: 1462-1470. DOI: 10.1111/j.1471-4159.2008.05250.x
[4] KELD FOSGERAU . Kinetic and Functional Characterization of 1,4-Dideoxy-1,4-imino-d-arabinitol: A Potent Inhibitor of Glycogen Phosphorylase with Anti-hyperglyceamic Effect in ob/ob Mice[J]. Archives of biochemistry and biophysics, 2000, 380 2: Pages 274-284. DOI: 10.1006/abbi.2000.1930
[5] GIBBS M. Role of Glycogenolysis in Memory and Learning: Regulation by Noradrenaline, Serotonin and ATP[J]. Frontiers in Integrative Neuroscience, 2016, 9 1. DOI: 10.3389/fnint.2015.00070
[6] NEPHTALI MARINA. Brainstem hypoxia contributes to the development of hypertension in the spontaneously hypertensive rat.[J]. ACS Applied Nano Materials, 2015: 775-783. DOI: 10.1161/hypertensionaha.114.04683 |
| | 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride Preparation Products And Raw materials |
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