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SINEFUNGIN

Product Name
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
Formula Weight
381.39
MOL File
58944-73-3.mol
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SINEFUNGIN Property

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.
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Safety

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.)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

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.

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

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SINEFUNGIN Suppliers

China 60 South Korea 1 Switzerland 2 United Kingdom 6 United States 15 Global 84
TargetMol Chemicals Inc.
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marketing@targetmol.com
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United States
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Alfa Chemistry
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InvivoChem
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Cayman Chemical Company
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Chem-Impex International, Inc.
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58944-73-3, SINEFUNGINRelated Search:

Micafungin Micafungin sodium AFC Chaetocin FARNESYLTHIOACETIC ACID 10-AMINO-1-DECANOL 1,9-DIAMINONONANE 2-AMINOHEPTANOIC ACID SINEFUNGIN DL-2-AMINOOCTANOIC ACID 2-(TETRAHYDROFURAN-2-YL)ETHANAMINE 6,7-DIHYDROXY-4-OXAHEPTYLAMINE 2-AMINONONANOIC ACID 5-AMINO CAPROIC ACID 10-AMINODECANOIC ACID 1-OCTYLIMIDAZOLE 1-(10-HYDROXYDECYL)IMIDAZOLE 2-AMINOCAPRIC ACID

  • 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
  • SF
  • 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
  • UUP,collagen 3,A 9145,inhibit,H3K4,Antibiotic,Sinefungin,α-SMA,FSP-1,Fungal,Inhibitor,A9145,Histone Methyltransferase,collagen 1
  • D-glycero-α-L-talo-Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-
  • (2S,5S)-2,5-Diamino-6-((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)hexanoic acid
  • (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
  • 58944-73-3
  • C15H23N7O5
  • Antibiotics N-S
  • BioChemical
  • Antibiotics A to Z
  • Antibiotics