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100937-52-8

100937-52-8 | 3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4R)-

CAS No: 100937-52-8 Catalog No: AG000391 MDL No:

Product Description

Catalog Number:
AG000391
Chemical Name:
3,4-Pyrrolidinediol, 2-(hydroxymethyl)-, (2R,3R,4R)-
CAS Number:
100937-52-8
Molecular Formula:
C5H11NO3
Molecular Weight:
133.1457
IUPAC Name:
(2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol
InChI:
InChI=1S/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2/t3-,4-,5-/m1/s1
InChI Key:
OQEBIHBLFRADNM-UOWFLXDJSA-N
SMILES:
OC[C@H]1NC[C@H]([C@@H]1O)O

Properties

Complexity:
98.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
133.074g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
133.147g/mol
Monoisotopic Mass:
133.074g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
72.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.7  

Literature

Title Journal
Rapid turnover of glycogen in memory formation. Neurochemical research 20121101
Brain glycogen-new perspectives on its metabolic function and regulation at the subcellular level. Frontiers in neuroenergetics 20120101
Contribution of astrocyte glycogen stores to progression of spreading depression and related events in hippocampal slices. Neuroscience 20110929
A versatile approach to N-alkylated 1,4-dideoxy-1,4-imino-D-arabinitols and 1,4-dideoxy-1,4-imino-L-xylitols. The Journal of organic chemistry 20110401
Astrocyte-neuron lactate transport is required for long-term memory formation. Cell 20110304
Altered glycogen metabolism in cultured astrocytes from mice with chronic glutathione deficit; relevance for neuroenergetics in schizophrenia. PloS one 20110101
Lactate produced by glycogenolysis in astrocytes regulates memory processing. PloS one 20110101
Structure-guided minimalist redesign of the L-fuculose-1-phosphate aldolase active site: expedient synthesis of novel polyhydroxylated pyrrolizidines and their inhibitory properties against glycosidases and intestinal disaccharidases. Chemistry (Weinheim an der Bergstrasse, Germany) 20100917
Last step in the conversion of trehalose to glycogen: a mycobacterial enzyme that transfers maltose from maltose 1-phosphate to glycogen. The Journal of biological chemistry 20100326
Two chitinase-like proteins abundantly accumulated in latex of mulberry show insecticidal activity. BMC biochemistry 20100101
Construction of protected hydroxylated pyrrolidines using nitrogen-centered radical cyclizations. Chemical communications (Cambridge, England) 20091014
Blind decomposition of transmission light microscopic hyperspectral cube using sparse representation. IEEE transactions on medical imaging 20090801
Functional significance of brain glycogen in sustaining glutamatergic neurotransmission. Journal of neurochemistry 20090501
Robust glycogen shunt activity in astrocytes: Effects of glutamatergic and adrenergic agents. Neuroscience 20090112
D-fructose-6-phosphate aldolase in organic synthesis: cascade chemical-enzymatic preparation of sugar-related polyhydroxylated compounds. Chemistry (Weinheim an der Bergstrasse, Germany) 20090101
Annotation and expression of carboxylesterases in the silkworm, Bombyx mori. BMC genomics 20090101
In vitro inhibition of glycogen-degrading enzymes and glycosidases by six-membered sugar mimics and their evaluation in cell cultures. Bioorganic & medicinal chemistry 20080801
Beta-fructofuranosidase genes of the silkworm, Bombyx mori: insights into enzymatic adaptation of B. mori to toxic alkaloids in mulberry latex. The Journal of biological chemistry 20080530
Characterization of 1,4-dideoxy-1,4-imino-d-arabinitol (DAB) as an inhibitor of brain glycogen shunt activity. Journal of neurochemistry 20080501
A glia-neuron alanine/ammonium shuttle is central to energy metabolism in bee retina. The Journal of physiology 20080415
Effect of five-membered sugar mimics on mammalian glycogen-degrading enzymes and various glucosidases. Bioorganic & medicinal chemistry 20080315
Metabolic control analysis: a tool for designing strategies to manipulate metabolic pathways. Journal of biomedicine & biotechnology 20080101
Differential effects of sugar-mimic alkaloids in mulberry latex on sugar metabolism and disaccharidases of Eri and domesticated silkworms: enzymatic adaptation of Bombyx mori to mulberry defense. Insect biochemistry and molecular biology 20071201
Glycogen is a preferred glutamate precursor during learning in 1-day-old chick: biochemical and behavioral evidence. Journal of neuroscience research 20071115
Glutathione-dependent reduction of arsenate by glycogen phosphorylase responsiveness to endogenous and xenobiotic inhibitors. Toxicological sciences : an official journal of the Society of Toxicology 20071101
Synthesis and evaluation of amino-threoses in D- and L-series: are five membered ring amino-sugars more potent glycosidase inhibitors than the six membered ones? Bioorganic & medicinal chemistry 20070615
Occurrence of the alpha-glucosidase inhibitor 1,4-Dideoxy-1,4-imino-D-arabinitol and related iminopentitols in marine sponges. Journal of natural products 20070301
Glucagon challenge in the rat: a robust method for the in vivo assessment of Glycogen phosphorlyase inhibitor efficacy. Journal of pharmacological and toxicological methods 20070101
Use of the glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol as a probe to investigate hypertrehalosemic hormone-mediated change in carbohydrate and lipid metabolism in the cockroach, Periplaneta americana. Archives of insect biochemistry and physiology 20061201
Regioselective and diastereoselective amination of polybenzyl ethers using chlorosulfonyl isocyanate: total syntheses of 1,4-dideoxy-1,4-imino-D-arabinitol and (-)-lentiginosine. Organic letters 20060831
Inhibition of glycogenolysis in astrocytes interrupts memory consolidation in young chickens. Glia 20060815
Synthesis of naturally occurring iminosugars from D-fructose by the use of a zinc-mediated fragmentation reaction. Organic & biomolecular chemistry 20060807
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
A concise synthesis of tetrahydroxy-LCB, alpha-galactosyl ceramide, and 1,4-dideoxy-1,4-imino-L-ribitol via D-allosamines as key building blocks. The Journal of organic chemistry 20060203
Hepatic glycogen breakdown is implicated in the maintenance of plasma mannose concentration. American journal of physiology. Endocrinology and metabolism 20050301
Identification, synthesis, and characterization of new glycogen phosphorylase inhibitors binding to the allosteric AMP site. Journal of medicinal chemistry 20040701
Glycosidase-inhibiting pyrrolidines and pyrrolizidines with a long side chain in Scilla peruviana. Journal of natural products 20040501
Pharmacokinetics and anti-hyperglycaemic efficacy of a novel inhibitor of glycogen phosphorylase, 1,4-dideoxy-1,4-imino-d- arabinitol, in glucagon-challenged rats and dogs and in diabetic ob/ob mice. Diabetes, obesity & metabolism 20031101
Synthesis of mono- and di-hydroxylated prolines and 2-hydroxymethylpyrrolidines from non-carbohydrate precursors. Carbohydrate research 20031031
Development and validation of a capillary electrophoresis-indirect photometric detection method for the determination of the non-UV-absorbing 1,4-dideoxy-1,4-imino-D-arabinitol in active pharmaceutical ingredients, solutions and tablets using an internal standard. Journal of chromatography. A 20030509
The inhibitory action of pyrrolidine alkaloid, 1,4-dideoxy-1,4-imino-D-ribitol, on eukaryotic DNA polymerases. Biochemical and biophysical research communications 20030425
Diverse effects of two allosteric inhibitors on the phosphorylation state of glycogen phosphorylase in hepatocytes. The Biochemical journal 20021115
The effect of glucose on the potency of two distinct glycogen phosphorylase inhibitors. The Biochemical journal 20021015
Evidence against glycogen cycling of gluconeogenic substrates in various liver preparations. The Journal of biological chemistry 20020809
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
New sugar-mimic alkaloids from the pods of Angylocalyx pynaertii. Journal of natural products 20020201
Non-linear mixed effects modeling of sparse concentration data from rats: application to a glycogen phosphorylase inhibitor. European journal of drug metabolism and pharmacokinetics 20020101
Lack of hepatic 'interregulation' during inhibition of glycogenolysis in a canine model. American journal of physiology. Endocrinology and metabolism 20010801
Novel alpha-L-fucosidase inhibitors from the bark of Angylocalyx pynaertii (Leguminosae). European journal of biochemistry 20010101
N-alkylated nitrogen-in-the-ring sugars: conformational basis of inhibition of glycosidases and HIV-1 replication. Journal of medicinal chemistry 19950623
Inhibition of HIV replication by amino-sugar derivatives. FEBS letters 19880912

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