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SML1287

Sigma-Aldrich

Tunicamycin

from Streptomyces sp., ≥98% (HPLC), DMSO solution, N-acetylglucosamine transferase inhibitor

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About This Item

Formule empirique (notation de Hill):
C37H60N4O16
Numéro CAS:
11089-65-9
Poids moléculaire :
816.89
Numéro CE :
200-664-3
Code UNSPSC :
51111800
Nomenclature NACRES :
NA.77

product name

Tunicamycin Ready Made Solution, 5 mg/mL in DMSO, from Streptomyces sp.

Source biologique

Streptomyces sp.

Niveau de qualité

200

Forme

DMSO solution

Concentration

5 mg/mL in DMSO

Température de stockage

2-8°C

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

Clé InChI

ZHSGGJXRNHWHRS-PEALBESXSA-N

Description générale

Tunicamycin Ready Made Solution contains homologues A,B,C, and D. The composition may vary from lot to lot. Actual content given on label.
Tunicamycin was first isolated from Streptomyces lysosuperificus based on its antiviral activity. It contains N-acetylglucosamine and inhibits glycoprotein biosynthesis, including virus membrane glycoproteins.

Application

Tunicamycin has been used to study the effect of N-linked glycosylation of human proton-coupled folate transporter (HsPCFT) in HeLa cells. Tunicamycin has also been used to study the functional effects of coxsackievirus and adenovirus receptor (CAR) glycosylation in COS-7 cells.

Actions biochimiques/physiologiques

Tunicamycin is an antibacterial and antifungal. Tunicamycin blocks the formation of protein N-glycosidic linkages by inhibiting the transfer of N-acetylglucosamine 1-phosphate to dolichol monophosphate. Tunicamycin inhibits bacterial and eukaryote N-acetylglucosamine transferases and prevents formation of N-acetylglucosamine lipid intermediates.
Tunicamycin plays an important role in the antitumor activity of trastuzumab on breast cancer in vitro and in vivo. In human cell lines, tunicamycin enhances cytotoxicity stimulated by cisplatin. It prevents angiogenesis in nude mice by reducing the expression of vascular endothelial growth factor (VEGF).

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

188.6 °F

Point d'éclair (°C)

87 °C

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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The specific site of tunicamycin inhibition in the formation of dolichol-bound N-acetylglucosamine derivatives.
L Lehle et al.
FEBS letters, 72(1), 167-170 (1976-11-15)
Tunicamycin enhances the antitumor activity of trastuzumab on breast cancer in vitro and in vivo.
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Oncotarget, 6(36), 38912?38925-38912?38925 (2015)
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Scientific reports, 13(1), 17648-17648 (2023-10-18)
Congenital disorders of glycosylation (CDG) are rare genetic disorders with a spectrum of clinical manifestations caused by abnormal N-glycosylation of secreted and cell surface proteins. Over 130 genes are implicated and next generation sequencing further identifies potential disease drivers in
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