Basic Description

Synonyms	kifunensine\|109944-15-2\|(+)-Kifunensine\|FR 900494\|(5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione\|Imidazo(1,2-a)pyridine-2,3-dione, hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-, (5R-(5alpha,6beta,7alpha,8alph
Specifications & Purity	≥98%
Biochemical and Physiological Mechanisms	Cell-permeable, potent, selective inhibitor of class I α-mannosidases. (IC 50 = 20-50 nM for\xa0mung bean α-1,2-mannosidase I). Alkaloid originally isolated from the actinomycete Kitasatosporia kifunense . Used to suppress Endoplasmic Reticulum-Associated
Storage Temp	Store at -20°C,Desiccated
Shipped In	Ice chest + Ice pads
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

IUPAC Name	(5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,5,6,7,8,8a-hexahydroimidazo[1,2-a]pyridine-2,3-dione
INCHI	InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
InChi Key	OIURYJWYVIAOCW-PQMKYFCFSA-N
Canonical SMILES	C(C1C(C(C(C2N1C(=O)C(=O)N2)O)O)O)O
Isomeric SMILES	C([C@@H]1[C@H]([C@@H]([C@@H]([C@@H]2N1C(=O)C(=O)N2)O)O)O)O
PubChem CID	130611
Molecular Weight	232.19

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7 results found

Lot Number	Certificate Type	Date	Item
G2301601	Certificate of Analysis	Apr 07, 2024	K274698
G2301609	Certificate of Analysis	Apr 07, 2024	K274698
A2426069	Certificate of Analysis	Jun 20, 2023	K274698
K2218603	Certificate of Analysis	Aug 26, 2022	K274698
K2218605	Certificate of Analysis	Aug 26, 2022	K274698
B2223449	Certificate of Analysis	Jan 26, 2022	K274698
B2223477	Certificate of Analysis	Jan 26, 2022	K274698

Solubility	Soluble in water to 10 mM (with warming)
Melt Point(°C)	>208°C (dec.)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H319:Causes serious eye irritation
Precautionary Statements	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help.

1. Shah N et al.. (2003) Comparison of kifunensine and 1-deoxymannojirimycin binding to class I and II alpha-mannosidases demonstrates different saccharide distortions in inverting and retaining catalytic mechanisms.. Biochemistry, 42 (47): (13812-6). [PMID:14636047]
2. Qiao H et al.. (2022) Immune-regulating strategy against rheumatoid arthritis by inducing tolerogenic dendritic cells with modified zinc peroxide nanoparticles.. J Nanobiotechnology, 20 (323). [PMID:35836178]
3. Elbein AD et al.. (1990) Kifunensine, a potent inhibitor of the glycoprotein processing mannosidase I.. J Biol Chem, 265 (26): (15599-605). [PMID:2144287]

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SKU	Size	Availability	Price	Qty
K274698-1mg	1mg	In stock	$71.90
K274698-5mg	5mg	In stock	$296.90