Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

D1542

Sigma-Aldrich

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

enzyme inhibitor

Synonym(s):

2-Hydroxymethyl-3,4-pyrrolidinediol hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C5H11NO3 · HCl
CAS Number:
100991-92-2
Molecular Weight:
169.61
MDL number:
MFCD03427380
UNSPSC Code:
12352202
PubChem Substance ID:
24278359

Quality Level

200

Assay

≥98% (TLC)

form

solid

storage condition

under inert gas

solubility

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

storage temp.

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

InChI key

PZGVJCJRMKIVLJ-DEVUXVJFSA-N

Gene Information

human ... PYGB(5834) , PYGBL(5835) , PYGL(5836) , PYGM(5837)
mouse ... Gaa(14387) , Glb1(12091) , Treh(58866)
rat ... Man2a1(25478) , Pygl(64035) , Si(25588)

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.

Application

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

Biochem/physiol Actions

Inhibitor of glycogen phosphorylase and α-glucosidases.

Caution

Extremely hygroscopic, store and handle under argon

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Articles

Insulin Signaling and Energy Homeostasis

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service