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Merck

D1542

Sigma-Aldrich

1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride

enzyme inhibitor

Synonym(e):

2-Hydroxymethyl-3,4-pyrrolidinediol hydrochloride

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About This Item

Empirische Formel (Hill-System):
C5H11NO3 · HCl
CAS-Nummer:
Molekulargewicht:
169.61
MDL-Nummer:
UNSPSC-Code:
12352202
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (TLC)

Form

solid

Lagerbedingungen

under inert gas

Löslichkeit

water: 19.60-20.40 mg/mL, clear, colorless to faintly yellow

Lagertemp.

2-8°C

SMILES String

Cl.OC[C@H]1NC[C@@H](O)[C@@H]1O

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

Allgemeine Beschreibung

1,4-Dideoxy-1,4-imino-D-arabinitol is a naturally occurring pyrrolidine alkaloid. It is found in Arachniodes standishii and Angylocalyx boutiqueanus.

Anwendung

1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride has been used as an α-glucosidase (GAA) inhibitor.

Biochem./physiol. Wirkung

Inhibitor of glycogen phosphorylase and α-glucosidases.

Vorsicht

Extremely hygroscopic, store and handle under argon

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

A new resorufin-based $\alpha$-glucosidase assay for high-throughput screening
Motabar O, et al.
Analytical Biochemistry, 390(1), 79-84 (2009)
Tetrahedron Letters, 42, 5685-5685 (1986)
The synthesis from d-xylose of the potent and specific enantiomeric glucosidase inhibitors, 1, 4-dideoxy-1, 4-imino-d-arabinitol and 1, 4-dideoxy-1, 4-imin
Fleet GWJ and Smith PW
Tetrahedron, 42(20), 5685-5692 (1986)
Omid Motabar et al.
Analytical biochemistry, 390(1), 79-84 (2009-04-18)
Mutations in alpha-glucosidase cause accumulation of glycogen in lysosomes, resulting in Pompe disease, a lysosomal storage disorder. Small molecule chaperones that bind to enzyme proteins and correct the misfolding and mistrafficking of mutant proteins have emerged as a new therapeutic
Junnan Xu et al.
Frontiers in pharmacology, 9, 873-873 (2018-08-23)
Understanding the mechanistic basis for temozolomide (TMZ)-induced glioma resistance is an important obstacle in developing an effective form of chemotherapy for this type of tumor. Glycogenolysis is known to play an essential role in cellular proliferation and potassium homeostasis and

Artikel

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism through its actions on muscle, liver, and adipose tissue.

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