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Merck

654380

Tunicamycin

from Strepomyces lysosuperficus, ≥98% (A+B+C+D, HPLC), powder, N-acetylglucosamine transferase, Calbiochem

Synonym(s):

Tunicamycin, Streptomyces lysosuperficus

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About This Item

Empirical Formula (Hill Notation):
C39H64N4O16
CAS Number:
11089-65-9
Molecular Weight:
844.94
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00065709

Product Name

Tunicamycin, Streptomyces lysosuperficus,

SMILES string

N4(C=CC(=O)NC4=O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C(O)C[C@H]2O[C@@H]([C@@H]([C@H]([C@H]2O)O)NC(=O)\C=C\CC(C)C)O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3NC(=O)C)O)O)CO

InChI

1S/C30H46N4O16/c1-11(2)5-4-6-16(38)32-19-23(43)20(40)14(47-29(19)50-28-18(31-12(3)36)22(42)21(41)15(10-35)48-28)9-13(37)26-24(44)25(45)27(49-26)34-8-7-17(39)33-30(34)46/h4,6-8,11,13-15,18-29,35,37,40-45H,5,9-10H2,1-3H3,(H,31,36)(H,32,38)(H,33,39,46)/b6-4+/t13?,14-,15-,18-,19-,20+,21-,22-,23-,24+,25-,26-,27-,28-,29-/m1/s1

InChI key

ZHSGGJXRNHWHRS-PEALBESXSA-N

description

Tunicamycin, Streptomyces lysosuperficus

assay

≥98% (A+B+C+D, HPLC)

form

powder

manufacturer/tradename

Calbiochem®

solubility

DMSO: 10 mg/mL
DMF: soluble
pyridine: soluble

shipped in

ambient

storage temp.

2-8°C

Quality Level

200

Related Categories

Biochem/physiol Actions

Primary Target
N-linked glycosylation
Secondary Target
thrombin-induced Ca2+ mobilization in cells

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

General description

A nucleoside antibiotic that inhibits N-linked glycosylation and blocks the formation of N-glycosidic protein-carbohydrate linkages. Active in vitro against gram-positive bacteria, yeasts, fungi, and viruses. Inhibits the expression of functional thrombin receptors on human T-lymphoblastoid cells. Also inhibits thrombin-induced Ca2+ mobilization in cells.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Tordai, A., et al. 1995. Biochem. Biophys. Res. Commun. 206, 857.
Price, B.D., et al. 1992. J. Cell Physiol.152, 545.

Preparation Note

Aqueous solutions can be prepared from DMSO stock solutions by diluting in H₂O at pH 8.0 to 10.0 or with appropriate buffers at pH >7.0.
Aqueous solutions can be prepared from stock solutions in DMSO by diluting with H₂O at pH 8.0 to 10.0 or with appropriate buffers at pH >7.0 (preferably >8.0).
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 weeks at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

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