MW 816.9 Da, Purity >98%. Nucleoside antibiotic that inhibits protein glycosylation. Inhibits GlcNAc phosphotransferase (GPT) and inhibits the transfer of N-acetylglucosamine-1-phosphate from UDP-N-acetylglucosamine to dolichol phosphate in the first step of glycoprotein synthesis. 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.
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- Nature communications 14:64732023USP36 stabilizes nucleolar Snail1 to promote ribosome biogenesis and cancer cell survival upon ribotoxic stress.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKewei Qin,Shuhan Yu,Yang Liu,Rongtian Guo,Shiya Guo,Junjie Fei,Yuemeng Wang,Kaiyuan Jia,Zhiqiang Xu,Hu Chen,Fengtian Li,Mengmeng Niu,Mu-Shui Dai,Lunzhi Dai,Yang Cao,Yujun Zhang,Zhi-Xiong Jim Xiao,Yong YiPubMed 37833415
- Cell death and differentiation 30:1988-20042023Targeting N-glycosylation of 4F2hc mediated by glycosyltransferase B3GNT3 sensitizes ferroptosis of pancreatic ductal adenocarcinoma.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHeng Ma,Xianlong Chen,Shengwei Mo,Yue Zhang,Xinxin Mao,Jingci Chen,Yilin Liu,Wei-Min Tong,Zhaohui Lu,Shuangni Yu,Jie ChenPubMed 37479744
- Cell death discovery 9:2422023Dysregulation of a lncRNA within the TNFRSF10A locus activates cell death pathways.Applications:Unspecified applicationReactive species:Unspecified reactive speciesTadeusz J Kaczynski,Nadine J Husami,Elizabeth D Au,Michael H FarkasPubMed 37443108
- Cell death & disease 14:3612023SMURF1 attenuates endoplasmic reticulum stress by promoting the degradation of KEAP1 to activate NRF2 antioxidant pathway.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLei Dong,Mengchuan Xu,Yang Li,Wanting Xu,Chengwei Wu,Hanfei Zheng,Zhenyu Xiao,Guochen Sun,Lei Ding,Xiaobo Li,Wenming Li,Liying Zhou,Qin XiaPubMed 37316499
- Nature communications 14:34792023Excessive copper impairs intrahepatocyte trafficking and secretion of selenoprotein P.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMaria Schwarz,Caroline E Meyer,Alina Löser,Kristina Lossow,Julian Hackler,Christiane Ott,Susanne Jäger,Isabelle Mohr,Ella A Eklund,Angana A H Patel,Nadia Gul,Samantha Alvarez,Ilayda Altinonder,Clotilde Wiel,Maria Maares,Hajo Haase,Anetta Härtlova,Tilman Grune,Matthias B Schulze,Tanja Schwerdtle,Uta Merle,Hans Zischka,Volkan I Sayin,Lutz Schomburg,Anna P KippPubMed 37311819
- Cell death discovery 9:1582023Vitamin D receptor attenuate ischemia-reperfusion kidney injury via inhibiting ATF4.Applications:Unspecified applicationReactive species:Unspecified reactive speciesShiqi Tang,Xueqin Wu,Qing Dai,Zhi Li,Shikun Yang,Yan Liu,Bin Yi,Jianwen Wang,Qin Liao,Wei Zhang,Hao ZhangPubMed 37173347
- Signal transduction and targeted therapy 8:1072023SIRT7 orchestrates melanoma progression by simultaneously promoting cell survival and immune evasion via UPR activation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesXiuli Yi,Huina Wang,Yuqi Yang,Hao Wang,Hengxiang Zhang,Sen Guo,Jianru Chen,Juan Du,Yangzi Tian,Jingjing Ma,Baolu Zhang,Lili Wu,Qiong Shi,Tianwen Gao,Weinan Guo,Chunying LiPubMed 36918544
- Cell reports 42:1120662023MANF regulates neuronal survival and UPR through its ER-located receptor IRE1α.Applications:Unspecified applicationReactive species:Unspecified reactive speciesVera Kovaleva,Li-Ying Yu,Larisa Ivanova,Olesya Shpironok,Jinhan Nam,Ave Eesmaa,Esa-Pekka Kumpula,Sven Sakson,Urve Toots,Mart Ustav,Juha T Huiskonen,Merja H Voutilainen,Päivi Lindholm,Mati Karelson,Mart SaarmaPubMed 36739529
- Life science alliance 6:2023Multiple phosphorylation of the Cdc48/p97 cofactor protein Shp1/p47 occurs upon cell stress in budding yeast.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAlexander Agrotis,Frederic Lamoliatte,Thomas D Williams,Ailsa Black,Rhuari Horberry,Adrien RousseauPubMed 36693698
- Viruses 14:2022The V2 Protein from the Geminivirus Tomato Yellow Leaf Curl Virus Largely Associates to the Endoplasmic Reticulum and Promotes the Accumulation of the Viral C4 Protein in a Silencing Suppression-Independent Manner.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLiping Wang,Pengfei Fan,Tamara Jimenez-Gongora,Dan Zhang,Xue Ding,Laura Medina-Puche,Rosa Lozano-DuránPubMed 36560808
Key facts
- CAS number
- 66081-37-6
- Purity
- > 98%
- Form
- Solid
- Source
- Streptomyces sp.
- Molecular weight
- 816.9 Da
- Molecular formula
- C37H60N4O16
- PubChem identifier
- 16220051
- Nature
- Native
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MW 816.9 Da, Purity >98%. Nucleoside antibiotic that inhibits protein glycosylation. Inhibits GlcNAc phosphotransferase (GPT) and inhibits the transfer of N-acetylglucosamine-1-phosphate from UDP-N-acetylglucosamine to dolichol phosphate in the first step of glycoprotein synthesis. 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.
Key facts
- CAS number
- 66081-37-6
- Purity
- > 98%
- Form
- Solid
- Source
- Streptomyces sp.
- Molecular weight
- 816.9 Da
- Molecular formula
- C37H60N4O16
- PubChem identifier
- 16220051
- Nature
- Native
- Solubility
Soluble in DMSO to 50 mM.
Soluble in DMSO to 50 mM.
- Biochemical name
- Tunicamycin Ready Made Solution
- Biological description
Nucleoside antibiotic that inhibits protein glycosylation. Inhibits GlcNAc phosphotransferase (GPT) and inhibits the transfer of N-acetylglucosamine-1-phosphate from UDP-N-acetylglucosamine to dolichol phosphate in the first step of glycoprotein synthesis. 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.
- Canonical SMILES
- CC(C)CCCCCCCCC=CC(=O)NC1C(C(C(OC1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CC(C3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O)O
- Isomeric SMILES
- CC(C)CCCCCCCC/C=C/C(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)NC(=O)C)C[C@H]([C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)O)O)O
- InChI
- InChI=1S/C37H60N4O16/c1-18(2)12-10-8-6-4-5-7-9-11-13-23(45)39-26-30(50)27(47)21(54-36(26)57-35-25(38-19(3)43)29(49)28(48)22(17-42)55-35)16-20(44)33-31(51)32(52)34(56-33)41-15-14-24(46)40-37(41)53/h11,13-15,18,20-22,25-36,42,44,47-52H,4-10,12,16-17H2,1-3H3,(H,38,43)(H,39,45)(H,40,46,53)/b13-11+/t20-,21-,22+,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+/m1/s1
- InChIKey
- YJQCOFNZVFGCAF-WPTOCQRYSA-N
- IUPAC name
- (E)-N-[(2S,3R,4R,5R,6R)-2-[(2S,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R)-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]-12-methyltridec-2-enamide
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- +4°C
- Appropriate long-term storage conditions
- +4°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Notes
This compound is a mixture of the homologs of tunicamycin: A, B, C and D which vary in the carbon chain length (n=8 to 11)
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2 product images
Chemical Structure - Tunicamycin, Protein glycosylation inhibitor (ab120296)
2D chemical structure image of ab120296, Tunicamycin, Protein glycosylation inhibitor
Immunocytochemistry - Tunicamycin, Protein glycosylation inhibitor (ab120296)
Anti-CHOP antibody [9C8] ab11419 staining DDIT3 in HeLa (Human epithelial cell line from cervix adenocarcinoma) cells +/- Tunicamycin 1.5μM, 6 hours (ab120296).
The cells were fixed with 4% PFA (10 min), permeabilized with 0.1% Triton-X for 5 mins and then blocked with 1% BSA/10% normal goat serum/0.3M glycine in 0.1%PBS-Tween for 1h. The cells were then incubated overnight at +4°C with Anti-CHOP antibody [9C8] ab11419 at 5μg/ml and Anti-beta Tubulin antibody - Loading Control ab6046, Rabbit polyclonal to beta Tubulin - Loading Control, at 1/1000 dilution. Cells were then incubated with Goat Anti-Mouse IgG H&L (Alexa Fluor® 488) preadsorbed ab150117, Goat Anti-Mouse IgG H&L (Alexa Fluor® 488) at 1/1000 dilution (shown in green) and Goat Anti-Rabbit IgG H&L (Alexa Fluor® 594) preadsorbed ab150084, Goat polyclonal Secondary Antibody to Rabbit IgG - H&L (Alexa Fluor® 594) at 1/1000 dilution (shown in pseudocolor red). Nuclear DNA was labeled with DAPI (shown in blue).
Image was taken with a confocal microscope (Leica-Microsystems, TCS SP8).
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