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SINEFUNGIN

CAS No.
58944-73-3
Chemical Name:
SINEFUNGIN
Synonyms
SF;A-9145;rp32232;32232RP;SINEFUNGIN;Sinefungine;SCF from rat;Steel Factor;compound57926;A 9145, RP 32232
CBNumber:
CB9167377
Molecular Formula:
C15H23N7O5
Molecular Weight:
381.39
MDL Number:
MFCD00865623
MOL File:
58944-73-3.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:14

SINEFUNGIN Properties

alpha D25 -2.61° (c = 5 in water); D23 +12 ±2° (c = 0.227 in water)
Boiling point 783.2±70.0 °C(Predicted)
Density 1.91±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility H2O: soluble
form powder
pka pKa (66% DMF): 2.9, 3.9, 8.9, 10.2(at 25℃)
color white to yellow
Stability Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month.
FDA UNII W2U467CIIL

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  HE3140000
HS Code  29419090
Toxicity LD50 s.c. in mice: 185 mg/kg (Hamill, Hoehn, J. Antibiot.)

SINEFUNGIN price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S8559 Sinefungin 95% (HPLC), powder 58944-73-3 10mg $640 2024-03-01 Buy
Sigma-Aldrich SRP3251 SCF from rat recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC), suitable for cell culture 58944-73-3 10μG $339 2023-06-20 Buy
Cayman Chemical 13829 Sinefungin ≥95% 58944-73-3 500μg $43 2022-04-27 Buy
Cayman Chemical 13829 Sinefungin ≥95% 58944-73-3 1mg $77 2022-04-27 Buy
Cayman Chemical 13829 Sinefungin ≥95% 58944-73-3 5mg $292 2022-04-27 Buy
Product number Packaging Price Buy
S8559 10mg $640 Buy
SRP3251 10μG $339 Buy
13829 500μg $43 Buy
13829 1mg $77 Buy
13829 5mg $292 Buy

SINEFUNGIN Chemical Properties,Uses,Production

Description

Sinefungin (58944-73-3) is a nucleoside S-adenosyl-1-methionine analog. Potent, competitive methyltransferase (protein, DNA, and RNA methyltransferases) inhibitor.1,2?IC50?< 1.0 and 2.5 μM for PRMT1 and SET7/9, respectively.3?Sinefungin binds with greater affinity to the adenine-specific DNA methyltransferase M.TaqI than S-adenosyl-L-homocysteine.4?Inhibits biofilm formation by?Streptococcus pneumoniae.5

Uses

Sinefungin is a natural nucleoside analog of S-adenosylmethionine and inhibits Streptococcus pneumoniae biofilm growth. Its derivatives can be used as inhibitors and structure probes for human protein lysine methyltransferase SETD2.

Uses

Sinefungin, a polar nucleoside antifungal active with broad biological activity, was isolated from a number of species of Streptomyces in the early 1970s. Sinefungin acts by inhibiting a wide range of methyltransferases, including the methylation of bases in DNA and RNA which alters cytosine deamination and gene expression. Sinefungin is widely used as a bioprobe to block methyltransferase-dependent pathways.

Definition

ChEBI: An adenosine that is the the delta-(5'-adenosyl) derivative of ornithine.

General Description

Chemical structure: nucleoside

Biochem/physiol Actions

Probable transcription factor. Plays a critical role in the control of immune response.

References

1) Barbes?et al. (1990),?Effects of sinefungin and S-adenosylhomocysteine on DNA and protein methyltransferases from Streptomyces and other bacteria;? FEMS Microbiol. Lett.,?57?239 2) Yebra?et al. (1991),?The effect of sinefungin and synthetic analogues on RNA and DNA methyltransferases from Streptomyces;? J. Antibiot. (Tokyo),?44?1141 3) Cheng?et al. (2004),?Small molecule regulators of protein arginine methyltransferases;? J. Biol. Chem.,?279?23892 4) Schluckebier?et al. (1997), Differential binding of S-adenosylmethionine S-adenosylhomocysteine and Sinefungin to adenine-specific DNA methyltransferase M. TaqI;? J. Mol. Biol., 265?56 5) Yadav?et al. (2014),?Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumonia biofilm growth;? Biomed. Res. Int.,?2014?156987

SINEFUNGIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 79)Suppliers
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TargetMol Chemicals Inc.
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LEAPCHEM CO., LTD.
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6,7,8,9-hexadeoxy-yl)-5 6,9-diamino-1-(6-amino-9h-purin-9-d-glycero-alpha-l-talo-decofuranuronicaci 6,9-diamino-1-(6-amino-9h-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronica compound57926 rp32232 SINEFUNGIN 5'-DEOXY-5'-(1,4-DIAMINO-4-CARBOXYBUTYL)ADENOSINE ADENOSYLORNITHINE A-9145 ANTIBIOTIC A-9145 Anti-Foxp3 (C-terminal) antibody produced in rabbit Kit ligand Precursor SCF from rat Mast Cell Growth Factor (MGF) Steel Factor 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-D-glycero-α-L-talo-decofuranuronic acid InSolution? Sinefungin (2S,5S)-5-(5'-Adenosyl)-2,5-diaminopentanoic acid 32232RP Antibiotic 32232RP Sinefungin,5′-Deoxy-5′-(1,4-diamino-4-carboxybutyl)adenosine, A-9145, Adenosylornithine, Antibiotic 32232RP A 9145, RP 32232 (2S,5S)-2,5-Diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid InSolution Sinefungin - CAS 58944-73-3 - Calbiochem D-glycero-α-L-talo-Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy- D-glycero-a-L-talo-Decofuranuronic acid,6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy- Sinefungine SF UUP,collagen 3,A 9145,inhibit,H3K4,Antibiotic,Sinefungin,α-SMA,FSP-1,Fungal,Inhibitor,A9145,Histone Methyltransferase,collagen 1 58944-73-3 C15H23N7O5 Antibiotics N-S BioChemical Antibiotics A to Z Antibiotics