Tunicamycin | 2802

From Streptomyces lysosuperificus. Provided as a mixture of tunicamycin A (C14), B (C15), C (C16) and D (C17) homologs in the fatty acid chain. Potent inhibitor of GlcNAc phosphotransferase which thereby inhibits glycoprotein biosynthesis. Causes endoplasmic reticulum stress-induced autophagy and unfolded protein response. Arrests cell cycle in late G1.

Tunicamycin is provided as a mixture of tunicamycin A (C14), B (C15), C (C16) and D (C17) homologs in the fatty acid chain. Potent inhibitor of GlcNAc phosphotransferase which thereby inhibits glycoprotein biosynthesis. Causes endoplasmic reticulum stress-induced autophagy and unfolded protein response. Arrests cell cycle in late G1.

2802 | Tunicamycin DataSheet

Alternate Name/Synonyms: Tunicamycin from Streptomyces sp.

Appearance: White solid

Formulation: N/A

CAS Number: 11089-65-9

Structure Available?: Y

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₃₈H₆₂N₄O₆

Molecular Weight: 830.93

Cell-Permeable?: Y

Purity: ≥98% by HPLC

Solubilities: DMSO (~40 mg/ml) or EtOH (~5 mg/ml, warm)

Handling: Protect from air and light

Country of Origin: USA

Tag Line: A potent inhibitor of GlcNAc phosphotransferase

MDL Number: MFCD00065709

PubChem CID: 71312646

SMILES: O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@H]2[C@H](NC(/C=C/CCCCCCCCCC(C)C)=O)[C@@H](O)[C@@H](O)[C@@H](C[C@@H](O)[C@@H]3[C@@H](O)[C@@H](O)[C@H](N4C=CC(NC4=O)=O)O3)O2)[C@@H]1N(C(C)=O)[H]

InChi: InChI=1S/C38H62N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h12,14-16,19,21-23,26-37,43,45,48-53H,4-11,13,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/b14-12+/t21-,22-,23-,26-,27-,28+,29-,30-,31-,32+,33-,34-,35-,36-,37+/m1/s1

InChi Key: MEYZYGMYMLNUHJ-DIRMKAHISA-N