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AB144518

Sinefungin, methyltransferase inhibitor

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(3 Publications)

MW 381.39 Da, Purity >98%. Potent, competitive methyltransferase inhibitor (IC50 values are < 1 and 2.5 μM for PRMT1 abd SET7/9 respectively). Nucleoside S-adenosylmethionine analog. Inhibits RNA synthesis. Shows antibacterial effects.

View Alternative Names

ANM1_HUMAN, DKFZp667M072, EHMT1_HUMAN, Eu-HMTase1, Euchromatic histone methyltransferase 1, Euchromatic histone-lysine N-methyltransferase 1, FLJ12879, FP13812, G9a like protein, G9a-like protein 1, GLP 1, H3-K9-HMTase 5, HCP 1, HMT 2, HMT1 (hnRNP methyltransferase S. cerevisiae) like 2, HMT1 hnRNP methyltransferase, HMT1 hnRNP methyltransferase like 2, HMT1 hnRNP methyltransferase like 2 (S. cerevisiae), HRMT1 L2, Heterogeneous nuclear ribonucleoprotein methyltransferase 1 like 2, Heterogeneous nuclear ribonucleoproteins methyltransferase like 2, Histone H3-K9 methyltransferase 5, Histone lysine N methyltransferase H3 lysine 9 specific 5, Histone-arginine N-methyltransferase PRMT1, Histone-lysine N-methyltransferase EHMT1, Human mRNA for suppressor for yeast mutant, Human mRNA for suppressor for yeast mutant complete cds, IF 1, IFG, IFI, IFN immune, IFN-gamma, IFNG_HUMAN, IR1 B4, Immune interferon, Interferon gamma, Interferon receptor 1-bound protein 4, KIAA1876, Lysine N-methyltransferase 1D, Mrmt 1, Protein arginine N-methyltransferase 1, Protein arginine methyltransferase 1, R1B4, RP11 188C12.1, S. cerevisiae like 2, Type II Interferon, bA188C12.1

Key facts

CAS number

58944-73-3

Purity

>98%

Form

Solid

form

Molecular weight

381.39 Da

Molecular formula

C<sub>1</sub><sub>5</sub>H<sub>2</sub><sub>3</sub>N<sub>7</sub>O<sub>5</sub>

PubChem

65482

Nature

Synthetic

Solubility

Soluble in water

Biochemical name

Sinefungin

Biological description

Potent, competitive methyltransferase inhibitor (IC50 values are < 1 and 2.5 μM for PRMT1 abd SET7/9 respectively). Nucleoside S-adenosylmethionine analog. Inhibits RNA synthesis. Shows antibacterial effects.

Canonical smiles

C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)O)N

Isomeric smiles

C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N

InChi

InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1

InChiKey

LMXOHSDXUQEUSF-YECHIGJVSA-N

IUPAC Name

(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid

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Biochemicals

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Biochemicals

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Chemical Structure - UNC1999, EZH2 methyltransferase inhibitor (AB146152)

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Biochemicals

AB141264

Zebularine, DNA methyltransferase (DNMT) inhibitor

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Secondary Antibodies

AB150077

Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488)

Immunocytochemistry/ Immunofluorescence - Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) (AB150077)

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  • 20
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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Need more advice on solubility, usage and handling? Please visit our our product support page for more details.

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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.

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Refer to SDS for further information.

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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Interferon gamma (IFN-γ) PRMT1 and EHMT1/GLP are significant proteins with distinct yet interrelated functions. Interferon gamma also known as IFN-g or type II interferon plays a role in immune response regulation. It has a mass of approximately 20 kDa. This cytokine is mainly expressed in activated natural killer cells and T lymphocytes. Protein arginine methyltransferase 1 (PRMT1) is involved in protein methylation with a mass of about 42 kDa and is widely expressed in various tissues. EHMT1 also called GLP (G9a-like protein) primarily functions in histone methylation weighs around 150 kDa and is present in several cell types particularly in brain and embryonic tissues.
Biological function summary

These proteins carry out essential tasks within cellular processes. Interferon gamma facilitates immune surveillance and modulates antigen presentation by inducing class II major histocompatibility complex on antigen-presenting cells. PRMT1 methylates arginine residues influencing signal transduction and transcriptional activation. It forms part of a coactivator complex that regulates gene expression. EHMT1/GLP a histone methyltransferase contributes to chromatin modification affecting gene silencing and genomic imprinting. It often pairs with G9a to form a methylation complex impacting epigenetic regulation.

Pathways

These proteins participate in vital biological networks. Interferon gamma is integral to the JAK-STAT signaling pathway coordinating immune responses and interacting with JAK1 and STAT1 proteins. PRMT1 and EHMT1/GLP are both involved in pathways linked to chromatin remodeling and gene expression regulation. PRMT1 associates with the PI3K/AKT pathway influencing cell growth and survival. EHMT1 collaborates within pathways promoting histone modification functioning closely with proteins like HDACs and SUV39H1.

These proteins associate with various medical conditions. Interferon gamma has links to autoimmune diseases such as rheumatoid arthritis due to its role in immune regulation. It interacts with proteins like TNF-alpha in this context. PRMT1 can relate to cancers including breast cancer through its participation in cell proliferation and signal transduction. In some cancer contexts both PRMT1 and EHMT1/GLP show collaboration in aberrant gene expression leading to tumor progression. Integrating with components like p53 and PI3K they highlight their involvement in oncogenic processes.
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Product protocols

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Publications (3)

Recent publications for all applications. Explore the full list and refine your search

Cell chemical biology 30:1617-1633.e9 PubMed38134881

2023

A histone deacetylase network regulates epigenetic reprogramming and viral silencing in HIV-infected cells.

Applications

Unspecified application

Species

Unspecified reactive species

Jackson J Peterson,Catherine A Lewis,Samuel D Burgos,Ashokkumar Manickam,Yinyan Xu,Allison A Rowley,Genevieve Clutton,Brian Richardson,Fei Zou,Jeremy M Simon,David M Margolis,Nilu Goonetilleke,Edward P Browne

Genome biology 22:134 PubMed33947439

2021

Role of epigenetics in unicellular to multicellular transition in Dictyostelium.

Applications

Unspecified application

Species

Unspecified reactive species

Simon Yuan Wang,Elizabeth Ann Pollina,I-Hao Wang,Lindsay Kristina Pino,Henry L Bushnell,Ken Takashima,Colette Fritsche,George Sabin,Benjamin Aaron Garcia,Paul Lieberman Greer,Eric Lieberman Greer

RNA (New York, N.Y.) 23:1874-1885 PubMed28877997

2017

The Pumilio-domain protein PUF6 contributes to SIDER2 retroposon-mediated mRNA decay in .

Applications

Unspecified application

Species

Unspecified reactive species

Hiva Azizi,Carole Dumas,Barbara Papadopoulou
View all publications
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